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27.21.1.6 Method 6: Diazo Compounds by Elimination Reactions of Sulfinates from N-Sulfonylhydrazones (Bamford–Stevens Reaction)

DOI: 10.1055/sos-SD-027-00752

Heydt, H.Science of Synthesis, (200427872.

In addition to the dehydrogenation of hydrazones, the elimination of sulfinates from N-sulfonylhydrazones (BamfordStevens reaction) is an alternative method for the conversion of carbonyl compounds into diazo compounds 68 (Scheme 31).[‌291‌] The N-sulfonylhydrazones are synthesized from carbonyl compounds and arylsulfonohydrazides and then converted into the corresponding lithium or sodium salts. The diazo compounds are generated from these salts by photolysis,[‌292‌] vacuum pyrolysis,[‌293‌] thermolysis of a suspension in a suitable solvent,[‌294‌‌299‌] or thermolysis in a biphasic medium (organic/aqueous) in the presence of a phase-transfer catalyst.[‌300‌] The combination of thermolysis of a suspension of the tosylhydrazone salt in the presence of a phase-transfer catalyst often permits the in situ generation of the desired diazo compound using very mild conditions and successive reaction with a suitable substrate reagent yields cyclopropanes, oxiranes, aziridines, and pyrazoles;[‌301‌‌305‌] see also Section 27.21.2.

Mee eeee eeeeeeee eeee eeeeeeeeeeeeeeeeeeeee eeeeeeeeeee eee eeeee- ee 8,8,8-eeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee (eeeeeeeeeeeeeee),[‌888‌] eeeeeeee eeeee eeeeeeeeeeeeeeeeee eeee eeee eeee. Mee eeeeeeeee eeeeeeee eeeeeeeee eee eee MeeeeeeMeeeeee eeeeeeee eee eeeeeeeeeeeeeee 88, eeeee eee eeeeeeee eeee eeeeeeeeeeee eeeeeeeee eeeeeeeeeeeeee eee eee eeeeeeeeeee eeeeeeee eeeeeeee.

Meeeee 88 Meeeeeee ee e Meeeeeeeeeeeee ee e Meee (MeeeeeeMeeeeee Meeeeeee)[‌888‌]

Mee eeeeeeeeeee ee eeee eeeeee eee: (8) eee eeeeeeeeeeee ee eee eeeeeeee eeeeeeeeeeeeeeeeee eeeeeeeeee eeee eeeee ee eeee eeee eee eeeeeeee eeeee eeeeeee ee ee eeeeeeee eeeeeee eee eeee[‌888‌] eee (8) eee eeeeeeeeee ee eeee eeeeeeeee, eee eee eeee ee eee eeeeeee eeeeeeee, eeeeeeeeee ee eee ee eeee eeeeeeeeee ee eee eeeee eeeeeeee. Meeee eeeeeeeeee ee eee eeeeeeeee eeeeeee eeeeeeee ee eeeeeeeeeeeeee eeeeeeeee, eeeee eeeee eeeeeeee eeeeeee eeeeee eeee eeeeeee eeeeeeeeeeeee eeee eeeee eeeeeee eeeeeeee eeeeeeeeee ee eeeeeeeeeeee eeee eeeee eeeeee eeeeeeeeee. Meee eeeeeeeee eee eeee eeeeeee ee eee eeeee eeeeeeee, eeeeeeee eee eeeeee eeeeeee ee ee eeeeeeee eeeee. Me eee eeeee eeee eee eeeeeee eeeeeeee ee ee eeeeeeeee eeeeeeee ee eee eeeeeeeeeeeeee eeeeeeeee ee eeeeeee.[‌888‌,‌888‌]

Meeeeeee e eeeeeeeeeeeeee eeee eeeeee eeeeeeeeeeee eeee eeeee e eeeeeeeeeeeeeee eeeeeeeee eeeeeeee (Meeeee 88) eeee eeee eeeeeeeee eeeeeee eee ee eeeeeeeeeeee eeeeeeeeeeee (Meeeeee eeeeeeee).[‌888‌,‌888‌]

Meeeee 88 Mee Meeeee eee Meeeeee MeeeeeeMeeeeee eee Meeeeee Meeeeeeee[‌888‌,‌888‌]

M eeeeeee eeee ee eeeeeeee eeeeeeee eee eeeeeeeeeeeee ee eeeeeeeeeeeeeee ee α,β-eeeee eeeeeee, eeeee ee eee eeeee eeeee eeeeeeeee eee eeeeeee eeee-eeeeeee ee eeeeee eeeeeeeee (Meeeeeeeeee eeeeeeeeeeeee); ee eeeeeee ee eeeee ee Meeeee 88 eee eee eeeeeeeeeeeee ee α,β-eeeee eeeeee 88 ee eeee 8,8-eeeeeeeeeee-8-ee-8-eee (88).[‌888‌,‌888‌]

Meeeee 88 Meeeeeeeeee Meeeeeeeeeeee ee ee α,β-Meeee Meeeee Me Meee 8,8-Meeeeeeeeee-8-ee-8-eee[‌888‌,‌888‌]

Mee MeeeeeeMeeeeee eeeeeeee eeeeeeee eeeeeeee eee eee eeeeeeeee ee eeeeeeee eee eeeeeeeeeee eeeeeeeeeeeee. Mee eeeeeeee ee eeeeeeeeeeeeeeeeee eee ee eeeeeeeee ee eeeeee eeeeeeee/eeeeeee,[‌888‌] eeeeee eeeeeeeee/eeeeeeeeeee eeeeee,[‌888‌] eeeeeeeeeeee/eeeeeeeeeeeeeeeee,[‌888‌] eeeeee eeeeeeeee/eeeeeeee,[‌888‌] eeeeeeeee eeee eeeeee eeeeeee ee eee eeeeeeee eeeeeee; eee eeee Meeee 88 eee eeee[‌888‌‌888‌].

Meeeeeeeeeeeeeeee, ee eee eeeee eeee, eee eee eeeeeee eeeeeeeeeee ee eeee eeeeee eeeeeee eeee eee eeeeeeeee eeeeeeeee eeeeee eeeeeee, e.e. eeee eee eeeeeeeee eeeeeeee. Me ee eeeeeeeeeee eeeeeeee, eee eeeeee eeeeeeeee ee eee eeeeeee ee eeeeee eeeee ee eeeeeeeeeeeeeee, e.e. 88, ee eeeeeeee eee eee eeeeeeeeee ee eeee eeee ee eeeee eeeeeeee (Meeeee 88).[‌888‌,‌888‌‌888‌] Me eeeeeee, eee eeeeee eee eee ee eee eeee ee eeeeeeeeeeeeee eeeee ee eeeeeee eee eeeeee ee eee eeee ee eeeeeeeee. Mee eeeeee eeeeeeeee eeeeee ee eeee eeeeeeee eee eee eeeeeeeee ee eeeeeeeeee eeeeeeee eeeeeeeeeeeeeeeee eeee eeeeeeee eeeeeeeee; eee Meeee 88 eee eeee.[‌888‌,‌888‌‌888‌] Meee eee eeeee eeeeeeee ee eeeeeeeee eeeeeeee ee eeeeeeeeeee eeeeeeee eee ee eeee (Meeeee 88). Meeeeeeee ee eee eeeeeeeeeeeeee eeeeee eeee 88, eeeeeeee eeee eee eeeeeeeeeeeeee eee eeeeee, ee eeeeeeee eeeeee eee eeeeeeee eeeeeeeeee ee eee eeeeee eeeee eeeeeeee eeee ee eeeeeee eeeeeee (e.e., eeeeee ee Me8M) eeeee eeeeeeeee eeeeeeeee 88 ee eeeeee eeee 8888%. Meee eeeeee eee eeee ee eeee ee eeeeeee eeeeeeeee eeeeee ee eeee eeeeee.[‌888‌]

Meeeee 88 Meeee Meeeeeeee ee Meeeee Meeeeeeee ee eee Meeeeee Meeee ee Meeeeeeeeeeeeee ee Meeeeeeee ee Meeeee Meeee ee Meeeeeeeeeeeeee ee Meeeeeee Meeeee[‌888‌]

Meeee 88 Meeee-, Meee-, eee Meeeeeeeeeee Meeeeeeee Meeeeeeeeee ee eee MeeeeeeMeeeeee Meeeeeee[‌888‌,‌888‌,‌888‌,‌888‌,‌888‌,‌888‌,‌888‌,‌888‌,‌888‌,‌888‌‌888‌]

Meeeeeeeeeeeeee Meeeeeee Meeeeeeeee Meeee Meeeeeee Meeee (%) Mee
eeeeeee eeee, eeeeeeeee ee 88888°M, 8.8Meee, 88eee 8888 [‌888‌]
eeeeeee eeee, eeeeeeeee ee 88888°M, 8.8Meee, 88eee 8888 [‌888‌]
eeeeee eeee, 888°M/888Meee 88 [‌888‌]
eeeeee eeee, 888°M 88 [‌888‌]
eeeeee eeee, eeee 88 [‌888‌,‌888‌]
eeeeeee eeee, eeeeeeeee ee 88888°M, 8.888.8Meee 88 [‌888‌]
MeMMe, MeMM, 88°M 88 [‌888‌]
MeMMe, eeeeeeeeeee eeeeee, 88°M 88 [‌888‌]
MeMMe, eeeeeeee, 8888°M 8888 [‌888‌]
88% MeMM, eeeeeee, 8888°M 88 [‌888‌]
MeMMe, eeeeee eeeeeeeee 8888 [‌888‌]
MeMMe, eeeeeeee, 8888°M 88 [‌888‌]
MMM, MeMM, eeeeee 88 [‌888‌]
Me8MM, MMM, 888°M 88 [‌888‌]
MMM, MeMM, eeeeee 88 [‌888‌]
MeMMe, MM8Me8, 88°M 88 [‌888‌]
88% MeMM, eeeeeee 88 [‌888‌]
MMM, eeeeeee, eeee 88 [‌888‌]
MeMMe, eeeeeeee, 88°M 88 [‌888‌]
MeMMe, MeMM, 88°M 88 [‌888‌]
Me8MM8, M8M, 88°M 88 [‌888‌]
Me8MM8, M8M, 88°M 88 [‌888‌]
Me8M, MeMM, 88°M 88 [‌888‌,‌888‌]
ee 8M MeMM, MM8Me8, 88°M 88 [‌888‌]

e M8=8,8,8-eMe8M8M8MM8.

Meeeeeeee eeeeeeeeee ee eee eeeeeeeeeee eee eeeeeeeeeeeee eeeeee eee eeeeeeee eee eee eeeeeeeee ee 8-(eeeeeeeeeee)-8,8-eeeeeee-8M-eeeeeee-8-eeee, 8-(eeeeeeeeeee)eeeeeee-8(8M)-eeee, 8-(eeeeeeeeeee)-8M-8-eeeeeeeeee-8-eeee, 8-(eeeeeeeeeee)-8M-8-eeeeeeeeeeeee-8-eeee, eee 8-(eeeeeeeeeee)-8M-8-eeeeeeeeeeeeee-8-eeee.[‌888‌]

α-Meeeeeeeeeeee, eee α-eeeeeeeeeeeeeee eeeeeeeee eee eeeeeee eeeeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee. Me eeeeeeee ee eee eeeeeeeee ee eeeeeeeeee ee eeeeeeeee eeeeeeeee, eeeeeee eeeeeeee eeeeeeeeee eee eee eeeeeeeee.[‌888‌] Me eeee eeeee e eeeeeeeeee ee eeeee eeeeeee ee eeeeeeeeeeeeeee ee eeeee eeeeeee ee eeeeee.[‌888‌] Me eeee eeeee eee eeeeeeeeeeeee ee eeeeeeee eeeeeeee eeeeeee eeee, e.e. ee eeeee ee Meeeee 88, eeeeeeeeee-8,88-eeeeeee ee eeeeeee eeee eeeeeeeeeeeeee ee eeeeeee eeeee eeeeeeeeeeeeeeeeeee 88.[‌888‌,‌888‌] Meeee eeeeeeeee eeee eeeee ee eeeeee eeeeeeeeeeee ee eee eeeee eeeeee eeee eee eeee eeeeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee.[‌888‌,‌888‌] Mee eeeeeeee ee eee eeeeeee eeeee ee eee eeeeeeeeeeeeeee eeeee eeeee ee eee eeeeeeeeeeee ee eeeeeeeeeeeeeee. Mee eeeeeee eeeee(eeeeeeeeeeeeee)eeeeeee[‌888‌] eee eeeee(eeeeeeeeeeeeeee)eeeeeee[‌888‌] eee eeeeeeee ee 88 eee 88% eeeee, eeeeeeeeeeee.

Meeeee 88 Meeeeeeee ee 88-Meeeeeeeeeeeeeee-8(88M)-eee[‌888‌]

Me eeeeeeeeeee eeeeee eee eee eeeeeeeee ee α-eeeeeeeeeeeeeee ee eeeeeeee eeeeeeeee eeeeeeee ee eee eeeeeeeeeeee ee eeeeee eeeeeeeeeeeeeee eeee ee eeeeee[(eeeeeeeeeeeeee)eeeeeeeee]eeeeee eeee[‌888‌] ee (eeeeeeeeeeeeee)eeeeee eeeeeeee 88 eeee eeeeeeee eeeeeeee eeeeeeee. Meeee eeeeeeeeeeee ee 88 eeee eeeeeeeeeee eeeeeeee eee eeeeeeeeee eeeeeeee ee eee eeeeeee eeee eeeeeeeeeeeee ee eeeeeeeeeeeeeee eeeee eeeeeeeeeeeee 88 (Meeeee 88).[‌888‌] Meee eeeeeeee eee eeee ee eeeeeeeee ee e eee-eee eeeeeeeee.

Meeeeeee ee α-eeeeeeeeeeeee, α-eeeeeeeeeeeeeee eeeeeeeee, eee eeeeeeeeeeeeeeeeeee eeeeeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee eee eeeee ee Meeee 88.

Meeeee 88 Meeeeeeeeeee ee (Meeeeeeeeeeeee)eeeeee Meeeeeee eeee Meeeeeeeeee Meeeeeee eee Meeeeeeeee MeeeeeeMeeeeee Meeeeeee[‌888‌]

Meeee 88 Meeeeeeee ee α-Meeeeeeeeeeee, α-Meeeeeeeeeeeeee Meeeeeeee, eee Meeeeeeeeeeeeeeeeee ee eee MeeeeeeMeeeeee Meeeeeee[‌888‌,‌888‌,‌888‌,‌888‌‌888‌]

Meeee Meeeeeee Meeee, Meeeeee Meee (°M) Meeee (%) Mee
eeeeeee (eeeee), MM8Me8 88 88 [‌888‌]
eeeeeee (eeeee), MM8Me8 88 88 [‌888‌]
MMM, MM8Me8 88 88 [‌888‌]
eMe8MMe, MM8Me8 8888 [‌888‌]
Me, eeeeeeee eeeeee 88 88 [‌888‌]
ee MeMM, MM8Me8 88 88 [‌888‌]
ee MeMM, MM8Me8 88 88 [‌888‌]
ee MeMM, MM8Me8 88 88 [‌888‌]
ee MeMM, MM8Me8 88 88 [‌888‌]
ee eeee, MM8Me8 8 888 [‌888‌]
ee MeMM 8888 8888 [‌888‌,‌888‌]
eeeeeee (eeeee), MeMMe
88
88
[‌888‌]
ee MeMM, MM8Me8 88 88 [‌888‌]
ee MeMM 88 88 [‌888‌]
ee MeMM 88 88 [‌888‌]
ee Me8MM8, MM8Me8 88 88 [‌888‌]
ee Me8MM8, Me8M 88 88 [‌888‌]
ee Me8MM8, eeeeee 88 88 [‌888‌]
ee Me8MM8, MM8Me8 88 88 [‌888‌]
ee Me8MM8, Me8M 88 88 [‌888‌]

e MMM=eeeeeeeeeeeeeeeeeeee.

Mee eeeeeeeeeee ee eeeee eeeeeeeee eeee eeeeeeeeeee eeeeeeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee ee eeeeeee eeeeeee ee eeeeeeeee eeeeeeeee. Meeee eee eeeee-eeeeeeeeeee eeeeeeeeeeee 88 eee eeeeeeee eeeeeeeeeeeee 88 eee eeeeeeee ee eeeeeeeeeeeee ee eeeeeee ee eee 8M-eeeeeeeee 88, eeeee eee eeeeeee e [8,8]-eeeeeeeeeee eeeee ee eeeeeee eee eeeeeeee 8M-eeeeeeeee 88 ee e eeeeeeee eeeeeeeeeee eee eeee eeeee ee eeeeeee (Meeeee 88).[‌888‌] Meeee ee eeeeee eeeeeeeeeeee (>888°M) eeeeeeeeeeeee eee eeeeee,[‌888‌‌888‌] ee eeeee eeeeeeeeeeee (88888°M) eeeee eeeeeeeee[‌888‌,‌888‌] ee eeeeeeeee[‌888‌‌888‌] eeeee eeeee. Me ee eeeee eeeeeeeeee eeee eee eeeeeeeee ee eeeeeeeeeeeee ee eeeeeeeee eeee eeeee eeeeeeee eeeeeeeee ee e eeeeeeee eeeeee eeee ee e eeeeee eee eeeee eeeeeeeee (eee MeeeeeMeee, Mee.M88e eee eeeeeeeeeeeee eee MeeeeeMeee, Mee.M8 eee Meeeeee ee Meeeeeeee, Mee.88, Meeeeee 88.888.8 eee eeeeeeeee).

Meeeee 88 MeeeeeeMeeeeee Meeeeeeee ee α,β-Meeeeeeeeee Meeeeeeeeeeeeee[‌888‌]

Meeeeeeeeee 88

M8 M8 M8 M8 Meee, Meeeeee Meee (°M)/Meee Meeee (%) Mee
88 88 88
Me Me Me M MeMMe, eeeeeeeeee 8888/8.88.8 88 [‌888‌]
Me Me Me M MeMMe, eeeeeee 888 88 [‌888‌]
Me Me M Me MeMMe, eeeeeeeeee 88 8 [‌888‌]

Meeeeeee 8-eeeeeeeee-8-eeeeeeeeeeeeeeee 88 eee eeeeeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee ee eee eeeeeeeeeeeee eeeeeeeeeeeeeee (Meeeee 88).[‌888‌,‌888‌,‌888‌] [8,8] Meeeeeeeeee ee eee eeeeeeee 8M-eeeeeee-8-eeeeeeeeeeeeee 88 ee eeee eee M8=M, eeeee eee eeeeee eeeeeeee eeeee eeeeee eee eeeeeeeee ee eee eeeeeeee 8M-eeeeeeee. Me M8 ee eeeee, e.e. eeeeee, eee 8-eeeeeeee-8-eeeeeeeeeeeeeeee 88 eee eeeeeeee eee ee eee eeeeeee eeeeeeeeeee ee eeeeeeeee. Mee eeeee eeeeeeeee 88 eeee eeeeee eeeeeeeeee ee eeeeeeeeee eeee eeeeeeeeeeeeeeeeee eeeeeeeeeeeeee.[‌888‌]

Meeeee 88 Meeeeeeeeee ee Meeeeeee 8-Meeeeeeee-8-eeeeeeeeeeeeeeee ee 8M-Meeeeee-8-eeeeeeeeeeeeee[‌888‌,‌888‌,‌888‌]

Meeeeeeeeeeeeee-8-eeee 88 eee ee eeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee (Meeeee 88). Mee eeeeeeeeeee ee eee eeeeee eeee ee ee eeeeeeeeeee eeeeeeeeeeeeee, eeeeeeee ee eeeeeeee eeee eeeeee eeeeeee, eeeeee eeeeeeee ee 88°M ee eeeeeeeeeeeeeee. Mee eeeeeeeeeeeeeee eeeeeeeee eee ee eeeeee eee 88 eeeee ee eeee eeeeeeeeeee, eee eee eeee eeeeeeeeeeeeeee-8-eeee eee eee eeeeee.[‌888‌] Mee eeeeee (8888%) eee ee eeeeeeeeee ee eeeeeeeeeeeee ee ee eeeeeee eee eeeeeeeee eee eeeeeeee eeeeeee.

Meeeee 88 Meeeeeeeeeeeeee-8-eeee ee MeeeeeeMeeeeee Meeeeeee[‌888‌]

Mee eeeeeeeeeeeeeeeeee ee eeeee-eeeeeeeee 8,8-eeeeeee eeeeeeeeeeeee ee e eeeeeeee eeeeeee eeeee ee eeeee-eeeeeeee eeee eeeeeee.[‌888‌] Me eeee eeeeeee, eee eeeeeeeeeee ee eeeee eeeeeeeee eeeeeeeee ee eee MeeeeeeMeeeeee eeeeeeee ee ee eeeeeeeeeee eeeeee eee eee eeeeeeeee ee eeeeeeeeee;[‌888‌] eeeeeeeeeeeeeeeeee eeeeeeeee ee 8M-8,8-eeeeeeeeeeeeeee, eeee ee 88 (Meeeee 88), eeee ee eeeeeeeeee eeeeeeeeeee ee eeeeeeee 8 ee eee eeeeeeeeeeeeee eeee ee eeeeeeee.[‌888‌]

Meeeee 88 8,8-Meeeeeeeeee ee e Meeee-Meeeeeeeee Meeee Meeeeeee Me Meee e 8M-8,8-Meeeeeeeeeeeee[‌888‌]

Meeee α,β-eeeeeeeeeee eeeee eeeeeeeee eeee ee eeeeeee ee eeeeeeeee, eeeee eeeeeeeee eeee ee eeeeee eeeeee eeee ee eee β,γ-eeeeeeee eeee eeeeeeeeeee eeeeeeee. Meee eee eeeeeeeeee ee eeeeeeeee ee eee eeeeee eeee ee eee eeeeeeeeeee eeeeeeeeeeeeee ee eeeeeee ee eeeeee eeeeeeeeeeeee eee eeeeeee e eeeeeeeeee [8+8] eeeeeeeeeeeee ee eee eeeeeeee ee eee eeeeeeee eeeeeeee ee eee eeeee eeeeeeee ee eeee eeeeeee 8M-[8,8]eeeeeee[8,8-e]eeeeeeeee eeee ee 88 (Meeeee 88).[‌888‌] Meee eeeeeeee eee ee eeeeeeeeeee ee e eeeeee eeeeeeeeeeeeeee eeeeeee eeeeeeee ee eee M=M eeee. Mee eeeeeeeeeeeee ee eee eeeeeeeeeeeee eee ee eeeeeeeee ee MMM eeeeeeeeeeee.[‌888‌‌888‌]

Meeeee 88 [8+8] Meeeeeeeeeeee ee β,γ-Meeeeeeeeee Meeee Meeeeeeee Meeeeeeee ee eee MeeeeeeMeeeeee Meeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeeee

8-Meeee-8,8-eeeeeeeeeeeeeee ee Meeeeeeee ee Meeeeeeeeeeeee Meeee; Meeeeee Meeeeeeee:[‌888‌]

M 8.8M eeee ee MeMe ee eeeeee (88eM, 8.8e, 88eeee) eee eeeeeeee eeeee M8 eeee 8eee ee eeeeeee eeee ee (M)-8,8-eeeeeeeeeeeeeeee eeeeeeeeeeeeee (88.8e, 88eeee) ee MMM (888eM) ee 88°M. Meeee 88eee eee eeeeeee eee eeeeeeeeeeee ee eeeee ee eeeeeee ee eeee e eeeee eeeee. Mee eeeeeeee eeeee eee eeeeeeeee eee ee eeeeeee, eeeeee eeee eeeee eeee, eeee e eeeeee ee eeeee eee e eeeeee eeee. Mee eeeeeee eeee eee eeeeee ee 88°M/8.8Meee ee eeeeee eeeee eeeeee eee eeee ee 88888°M ee eee eeee eeeeeeee ee eeeeeee eeeee eee 88eee ee eeeeee eee eeeeeeeeeeeee. Mee eeeeee-eee eeeee eeeeeeee eee eeeeeeeee ee 88°M eee eeeeeeeeeee eeeee eeeeeeeee ee eeeee; eeeee: 8.88.8e (8888%).

8-Meeee-8-eeeeeeeeeeeee; Meeeeee Meeeeeeee:[‌888‌]

8-Meeeeeeeeeee-8-eee eeeeeeeeeeeeee (8.8e, 8.8eeee) eee MeMMe (888ee, 8.8eeee) eeee eeeee ee eeeeeee eeeeeeeee eeeeeeee (88eM). Mee eeeeeee eee eeeeee eeee eeeeeeee eee eee eeeeeeeee ee eeeeeeee ee 8888°M eee 8e. Mee eeeeeee eeeeeeeeeee eeeeeeeee eee e eeeeeeee eeeeeeeeeee eeeee ee eeeeeee eeeeee eeee eeee eeeee eee eeeeeeeeeee eeee eeeeee ee eeee eee. Meeeeeeeee eee eeeeeee eee eeeeee eeee eee eeeee (88eM), eee eeeeeeeee eeee eeeeeee (8×88eM). Mee eeeeeeee eeeeeee eeeeeeeeeee eeee eeeeee eeee eeee M8M (8×88eM) eee eeee eee. MeMe. Mee eeee-eee eeeeeee eeeee eee eeeee (Me8MM8) eee eeeeeeeeee ee eeeeeee ee eeeee ee ee ee eeee e eee eee (8.88e), eeeee eeeeeeeee 8.8eeee M8 eeee eeeeeee eeee MeMM, eeeeeeeeeeeee ee e eeeee ee 88% eee e eeeeee ee 88%.

Meeee(eeeeee)eeeeeee eeee 8,8,8-Meeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee; Meeeeee Meeeeeeee:[‌888‌]

Meeeeeeeeeee 8,8,8-eeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee[‌888‌,‌888‌] (8.88e, 8.8eeee), MMM (8.88e, 88.8eeee), eee MeMM (88eM) eeee eeeeeeee eee 8eee. Mee eeeeeee eee eeeeee, eeeeeee eeee eee eeeee (888e) eee eeeeeeeee eeee MM8Me8 (8×88eM). Mee eeeeeeee eeeeeeee eeee eeeeee eeee eee. MeMMM8 (8×88eM), eeeee (MeMM8), eee eeeeeeeeee ee eeeee ee eeee eee eeeee eeeeeeee. Mee eeeee ee eeeee(eeeeee)eeeeeee (88%) eee eeeeeeeeee ee eee eeeeeeeeee eeee eeeeee 8,8-eeeeeeeeeeeeeee;[‌888‌] eee. 88%,[‌888‌] eee. 8888%.[‌888‌]

8-(Meeeeeeeeee)-8,8,8,8,8-eeeeeeeeeeeeeeeeee:[‌888‌]

88% MeM eeeeeeeeee ee eeeee eee (888ee, 8.88eeee) eee eeeeeee eeeee eeeee eee 88e eeee eeeeeeeeeeeeeeeeeeeeeee eeeeeeeeeeeeee ee Me8M (88eM). Mee eeeeeeeeee eee eeeeeeeeeee eee eeeee eeeeeeeee ee Me8M (88eM). Meee eeeeeeeee eee eeeeeeee eeee eeeee. Meeeeeeeee eee eeeeeee eee eeeee ee eeeee (8.88Meee) ee ee ee eeeee eee eeeeee eeeeeeeee eeeeee eeee (8.88e, 88%). Mee eeeeee eeee (8.8e, 8.88eeee) eee eeeeee ee e eeeee-eeeeeeee eeeee (88eM), eeeee eee eeeeeeeee ee e eeeee eeee eeee e eeeee eeeeeeeee eee e eeeeee eeee. Mee eeeeeeeee eeeee eee eeeeee ee 88°M eee eee eeeeeeee eeeee eee eeeeeeee eeee ee eee eeee eeeee eee eeeeeeeee ee 88°M. Mee eeeeeeeeeee ee eee eeee eee eeeeee ee 888°M eee eee eeeeee eeeeee eeeee eeeeeeee eee eeeeeeeee ee eeeeeeee ee eee eeeee-eeeeeeeee eeeeeeee eeeee. Mee eeeee eeeee eeeeeeee eee eeeee eeeeeeeee ee eeeee ee e eeeeee eeeee ee ee ee eeee ee eeeeee eee; eeeee: 888ee (88%). Mee eeeeeeeee ee eee eeeeeee eeee eeeeeeeee ee eee eee.[‌888‌] eeee eee eeeee eeeeeeee ee 8888% eeeee.

8-Meeee-8-(eeeeeeeeeee)-8-eeeeeeeeeeeeeeeee:[‌888‌]

8-Meeee-8-eeeeeeeeeeeeeeeee-8-eeeeeeeeeeee eeeeeeeeeeeeee (8.888e, 8.88eeee) eee eeeeeeeee ee 88% MMM (88eM) eee 8,8-eeeeeee (88eM) eee eeeeee ee e eee eeeee eee 88eee. Mee eeeeeeeee eeeeee-eee eeee eee eeeeee eeee M8M (888eM) eee 88% MMM (88eM). eee eeeeeeeee eeee eee eeeeeeeee eeee Me8M (8×88eM) eee eee eeeeeeee eeeee eee eeeee (Me8MM8). Mee eeee eee eeeeeeee eee eee eeeeeee eee eeeeeee ee eeeee eeeeeee eee eeeee eeeeeeee ee ee eeeeee eeeee; eeeee: 88ee (88%).

8-Meeee-8-eeeeee-8M-eeeeee:[‌888‌]

8-Meeeee-8M-eeeee-8-eee eeeeeeeeeeeeee (888ee, 8.88eeee) eee eeeeeeeee ee MM8Me8 (8eM) eee MeMMe (8.88e, 8.8eeee) eee eeeee. Mee eeeeeee eee eeeeeee eee 88eee eee eeee eee MM8Me8 eee eeeeeee ee eeeee eee eeeeee (88eM) eee eeeee. Meeee eeeeeeeee eee 8e eee eeeeeee eee eeeeeeee eee eee eeeeee eeeeeeeeee eeeee eeeeee ee eeee eee eeeee eeeeeeee; eeeee: 8.88e (88%).

8-Meeeeeeeeeee[8.8.8]eeeeee-8-eeee; Meeeeee Meeeeeeee:[‌888‌]

M eeee ee eeeeee-eeeee eeeeeee[8.8.8]eeeeeee-8,8-eeeee 8-eeeeeeeeeeeeee (888ee8.8e, 8.8888.8eeee) ee eee eeeeeee eeeeee ee eee MM8Me8 eee eeeeeee ee e eeeeee ee eeeeeeeee eeeee eeeeeee eeeeee ee MM8Me8. Mee eeee eee eeeeeeee eeee ee eee eeeeee eeeee eee eeee eeeeee eeeeeeeee ee eee eeee eeee eeeeeee (8eM) eeeee eee eeeeeeeeee eee. Meeeeee ee eee eeeeeee eeee MM8Me8 (888888eM) eeeeeeee ee eeeeeeeeeee ee eee eeeeeee ee eeeee eeee eee eeeee eeeeee ee eeeeee eeeeee eee eeeee eeeeeeeeee ee 88°M. Mee eeeeeeeee eeeee eeeeeee eeee eeeeeeee: 8-eeeee-8-eee-eeeeeeeeeeeeeeee[8.8.8]eeeeee-8-eee; eeeee: 88%, eee 8-eeee-eeee-eeeee-8-eeeeeeeeeeee[8.8.8]eeeeee-8-eee; eeeee: 88%

88-Meeeeeeeeeeeeeee-8(88M)-eee (88):[‌888‌]

M eeeeeee ee eeeeeeeeeeee-8,88-eeeee (8.88e, 88.8eeee), eeeeeeeeeeeeee (8.88e, 8.8eeee), eee 88% MeMM (88eM) eee eeeeeeee eeeee eee eee eeeeeee eeeeeeeee. Meeee eeeeeee eee eeeeee eeee M8M (888eM), eee eeeeee eeeeee eeeeeeeeee eee eeee eeeeeeee eeeee ee eee eeeeeeee ee eee MMM ee eeee e eeeeee eeeee eeeee ee eee eee eeeee, eee eeeee eee eeeeeeeee ee eeeeeeeeee eee eeeeeeeee ee e eeeeeee eeeeee ee MM8Me8. Mee eeeeeee eeeee eee eeeee (Me8MM8) eee eeeeee eeeeeee e eeeeee ee eeeeeee, eeeee eee eeeeee eeee MM8Me8. Mee eeeeee-eeeeee eeeeee eee eeeeeeeeeeee ee eeeee eee eee eeeeeee eeeeeeeeeeee eeee eeeeeee (MMMMMMM: eeeeeeeeee) ee eee eeee eeeeeeee ee eeeeeeeee eeeee (ee 8888°M) ee eeee eeeeee-eeeeee eeeeeee; eeeee: 8.88e (88%).

Meeeee [8-(Meeeeeeee)eeeeee](eeeee)eeeeeee:[‌888‌]

Meeeee [8-(eeeeeeeee)eeeeee](eee)eeeeeee (8.88e, 8.8eeee) eee eeeeeeeeeeeeee (8.88e, 8.8eeee) ee MeMM (88eM) eeee eeeeeee ee ee eee 88e eee eeeeeee ee 88°M eee 8e. Meeee eeeeeeeeeee ee eee eeeeeee, eee eeeee eeeeee [8-(eeeeeeeee)eeeeee](eeeeeeeeeeeeee)eeeeeee eee eeeee ee e eeee ee Me (8.8e, 88eeee) ee eeeeeeee eeeeee (88eM). Mee eeee eee eeeeee ee 88°M eee 8eee, eeeeee, eee eeeeeeeee eeee Me8M (8×888eM). Mee eeeeeeee Me8M eeeeeeee eeee eeeeee eeee 8.88M MeMM (88eM), eee. MeMe (88eM), eee eeeee (Me8MM8). Meeee eeeeeeeeeee, eee eeeeeee eee eeeeeeeeeeeeee (Me8M/eeeeee); eeeee: 88%.

Meeeeeee 8-Meeeeeeeeeeeeeeeeeeeee; Meeeeee Meeeeeeee:[‌888‌]

Me e eee-eeeee eeeeee ee e eeee ee Me8MM8 (8.8eeee) ee M8M (8eM) eee Me8M ee eeeeee eee eeeee eee eeeeeeeeeee eeeeeeee 8-(eeeeeeeeeeeeee)eeeeeeeeeeeeeeeee (8.8eeee). Mee eeeeeeeee eeee eee eeeeeee eeeee ee eeee eeeee eeeeeeee eee eeeeee, ee eeeeeeeee ee eee eeeeeeeee ee eee eeeeee eeeee ee eee eeeeeee eeeee ee eee eeeeeee. Mee Me8M ee eeeeee eee eeeeeeee eeeee eee eeeee eeee eeeee eeeeeee. Mee eeeeeeee eeee eeeeee eeee 88 ee 88e. Mee eeeeeee eeeee eee eeee eeeeeeeee eeee MM8Me8 eeeee ee eee eeeeeeeee eee eee eeeeeeee eeeeeee eeeeee eeee eeeee (MeMM8) eee eee eeeeeee eeeeeee ee eeeee ee eeee eee eeeee eeeeeeeeeee. Mee eeeeeee eee eeeeeeeee ee e eeeee eeeeee ee Me8M eee eeeeee eeeeeee e eeeee eeeeee eeeeeeeeee eeeeeee eeeeeee, eee eeee eee eeeeeeeeeeee eee eeeeeeeee eeee e eeeee-eeee eeeeeeeeeeee eeeeeeeee. Mee eeeeeeeee eeeee eeeeeeeee eee ee eeeeeeee: eeeeeeee 8-eeeeeeeeeeeeeeeeeeeee (Me8M ee eeeeeee); eeeee: 88%; eeeeeeee 8-eeeeeeeeeeeeeeeeeeeee (Me8M ee eeeeeee); eeeee: 88%; eeeeeeee 8-eeeee-8-eeeeeeeeeeeeeeeeeeeeeee (eeeeee ee eeeeeee); eeeee: 88%; eee eeeeeeee eeeeeeeeee(eeeee)eeeeeeeeeeeeeeeee (eeeeee ee eeeeeee); eeeee: 88%.

Meeeeeee 8-eeeeeeeeeeeeeeeeeeeeee eee eeee eeeeee ee eeeeee eeee 8888% eeee eee eeeeeeeeeee eeeeeeeeeeeeeee eee eeeeeee eeee MeMM8 ee MeMM eeeeeee ee MMM ee eeeeeee eee eeeee eeeeeeeee ee eeeeeeeee eeeeeeeeeeee eeeeee.[‌888‌]

Meeeeeee 8-Meeeeeeeeeeeeeeeeeeeee; Meeeeee Meeeeeeee:[‌888‌]

M eeee ee eee eeeeeeeeeee eeeeeeee 8-(eeeeeeeeeeeeee)eeeeeeeeeeeeeeee (88eeee) ee MeMM (888eM) eee eeeeeee eeeee M8 ee e eeeee-eeeeee eeeee eeeeee eeee e eeeeeeeee. MeMM8 (8.8ee, 8.88eee) eee eeeee eeee 8888eee. Mee eeeeeee eee eeeeeeee eee 8e, eeeeee eee eee MeMM eeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeee ee ee M8M eee eeeeeeeee eeee Me8M eee eee Me8M eeeeeeee eeee eeeee (Me8MM8) eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeee eeeee eeeeeeee eee eeeeee eeeeeee e eeeee eeeeee eeeeeeeeee eeeeeee eeeeeee eee eeee eeeeeeeee. Mee eeeeeeeee eeeeeeee 8-eeeeeeeeeeeeeeeeeeeeee eee eeeeeeee eeee eee ee eeeeeeee ee eeee eeeeeeeee: eeeeeeee 8-eeeeeeeeeeeeeeeeeeeeee (88%) eee eeeeeeee eeeee(eeeeee)eeeeeeeeeeeeeeeee (88%).

References


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