Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
26.11.2.1.6 Method 6: Carbonylation

DOI: 10.1055/sos-SD-026-01162

Harrison-Marchand, A.; Chataigner, I.; Maddaluno, J.Science of Synthesis, (2005261245.

α-Hydroxy ketones can be prepared by the reaction of organometallic species with aldehydes in the presence of carbon monoxide. For instance, the sequential treatment of alkenes with chlorobis(η5-cyclopentadienyl)hydridozirconium(IV) and carbon monoxide leads to stable acyl(chloro)zirconocene derivatives that are condensed with α-alkoxy-substituted aldehydes, providing α-hydroxy-β-alkoxy ketones with syn-selectivity.[‌210‌] Carbonylation of alkoxy-functionalized organozinc derivatives mediated by cobalt complexes leads to symmetrical chalcogeno ketones.[‌211‌]

Meeeeeeeee eeeeeeeee ee eeeeee eeeeeeee eee eeeeeeee-eeeeeeeee eeeeeee eeee eeeeeeeeeeeee(eeeeee)eeeeeeeee(M) eeeeeeeee ee eeee eeeeeeee eeeeeeee eeeeee eeee-eeeeeeeeeee eeeeeeeeeeeee. Meee eeeeeeeee ee ee α,β-eeeeeeeeeee eeeeeee, eee eeeeeeeee eeeeeeeeeeee 88 eeeeeeee β-eeeeeeee eeeeee 88, eeeee eeeeeeeeeeee ee eeeeeeeeee (Meeeee 88).[‌888‌,‌888‌] M eeeeeee eeeeee ee e eeee-eeeeeee eeeeeeeeeeeee eeeeeee eeee eeeeee eee eeeeeeeeeee ee β-eeeeeeee eeeeeee ee eeeeeeee ee eeeee eeeeeeee ee eeeee eeeeeeee ee eee eeeeeeee ee eeeeee eeeeeeee.[‌888‌]

Mee eeeeeeeeeeeee ee eeeeeee, eeeeeee, eee eeeeee eeeeeeee ee eeee eeeeeeeeeeeeeee eeeeeeeee e eeeeee [8+8+8] eeeeeeeeeeeee, e eeeeeeee eeeee ee eee MeeeeeMeeee eeeeeeee, ee e eeee eeeeee ee eeeeeeeeee eeeeeee. Mee eeeeeee ee eee eeeeeee ee eeeeeee eeeeeee.[‌888‌‌888‌] M eeeeeeee eeeeee ee eeee eeeeeeeee ee eeeeee eee eeeee ee eeee eeeeeee, eee e eeeee eeeeeeee ee eeeeeeee.

Meeeeeeeee, eee MeeeeeMeeee eeeeeeee eeeeeeee eeeeeeeeeeeeee eeeeeee ee eeeeeeeeeeeeeeeeeeee(8), eeeeeeee eeeeeeeeeeeee eeeeeeeee eeeeeeee eeeeeee, eee e eeeeee eeeeeeeee 8 eeeeeeeeee ee eeeeee eeeeeeee eee 8eee% ee eeee eeeeee eeeeeeeeeeeeeeeeeeee(8) eee eeeee ee ee eeeeeeeee. Meeeeeeee eeeeeee eeee eeee eeeeeeee ee eeeeeeee eee eeeee ee eeeeeeee, eeeeeeeee, eee ee eeeeeeeeee eeeeeee. Meeee eee eeeeeeeee eeeeeeeeee ee eeee eeeee, eee eeeeeeee eeeeeee ee eeeeee eeeeeeee ee eeeeeeeeeeee eeeeeeeeee. Mee eee ee eeeeeeeeeee[‌888‌] ee eeeeeeeee[‌888‌] ee e eeeeee eeeeeeee eeeeee ee eee eeeeeeee ee eeeeeee eeeeeeeee ee eeeeeeeee. Meeeeeeeee eeeeeeeee eeee eeeeeeeeee ee eeeeeeeeeeeeeeeeee eeeeeeeeee,[‌888‌] eeeee eee eee ee eeeeee eeeeeeeeee-eeeeeeeeeee eeeeeeeeee eeeee eeeeeee. Meeeeeeeee eeeeeeeee eeeee eeeeeee ee eeeeeee eeeeeeeee eeeeeeeeee 8,8-eee(eeeeeeeeeeeeeeeee)-8,8-eeeeeeeeee eee eee eeeeeeeeeee, e.e. 8,8-eee(ee-8-eeeeeeeeeeeeee)-8,8-eeeeeeeeee (Mee-MMMMM) eeee ee eee eeeeeeee ee eeee 88 (Meeeee 88), eeeee ee ee eeeee eeeeeeeee ee eee eeeeeeeee ee eeeeee eeeeeee.[‌888‌]

Meeeeeeeeeeeee eeeeeeee eeeee eeeee eeeeeeeee eeeeee eeee eeee eeeeeeeeeee eeeeeee. Mee eeeeeeeeee eeeee eeeeeeeeee eeeeeeee eeeeeeee eee eee MeeeeeMeeee eeeeeeee (eeeeeeeee 88888°M, 888e) eeee eeee eeeeeeeeeeeee eeeeeeee, ee eeeee eee eee ee eeeeeeeee eeeeeeeeee. Mee ee eeeeeeee eeeee M-eeeeee[‌888‌,‌888‌] ee eeeeeeeeee ee eee eeeeee-eeeeeeeee eeeee eeeeee ee eeeeee[‌888‌,‌888‌] eee eeeeeeeeeeee, eeeee eeeee eeeeee eeeeeeeeee.

Meeeeeeeeeeee eee eeeee eeee eeeeeeeee ee eeee ee eeeeeeee eee eeeeeeee eeeeeee; eeeeeee, ee eee eeee ee eeeeeeeeee-eeeeeeeeeee eeeeeeeeeeeee, eeee eeeeeeee eeeeeeeeeeeeeeeeee eee eeeeeeee.[‌888‌] Mee eeeeeeeeeee ee eeeeeeeeeeeee ee eeeeeeeeee eee eeee eeeeeeeeeee ee eee eeeeeeeeeee ee eeeeeee eeeeeeeee, eeee ee eeeeeeeeeeeee eeeeeeeee, eeeeeeee ­eeeeeeee, eeeeeeeeeeeeee M eee M, eeeeeeeeee, eee eeeeeee eeeeeeeee.[‌888‌‌888‌]

Me eeeeeeeeee eee eeeeeee ee eeeeeeeeeeeeeeee eeeeeeeeeee eeee eeeeeeeeeeeee eeeeeee ee eeeeeeeeeeeeee eeeeeeeeeeeeee, eeeeeeeee eeeeeee eeeeeeee ee eeeeee eee eeeeeeee eeeeee eeeeeeee ee eee eeeeeeeeeeeeee eeeeeeee eee eeee. Meee, eeeee eeeeeeeeee eeeeee, eeeeeeeeeeeeee,[‌888‌] eeeeeeeeeeeee,[‌888‌] ee eeeeee eeeee eeeeeee eeeeeee ee eee eeeeeeeeeeeeee eeeeeeeee ee eeeeeeeeee eeeeeeee.

Meeeee 88 Meeeeeeeeeeee Meeeeeeee[‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

8-(Meeeeeeeeeeeee)eeeee-8-eee (88); Meeeeee Meeeeeeee:[‌888‌]

M eeee ee MeMe(MM)8 (8.88.8eeee) eee (eeeeeeeeeeeee)eeeeeee (8.888.8 eeeee) ee MMM (8eM) eee eeeeeeeeeee (888MMe) eee 88e. Meeee eeeeeeeeeeeeeeee, eee eeeeee eee eeeeee eeee MeMMe, eee eee eeeeeeee eeeeeee eeeeee eeee eeeeeeeeeeee ee eeeee. Meeeeeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/MeMMe 8:8) eee eeeeeeee ee eeeeeeeeeeeeeeeee (eeeeeee) ee 88°M ee eeeeeee eeeeeeeeee 88; eeeee: 88%.

M eeee ee eeeeeeeeee 88 (ee. 8.88eeee) ee MeMM (88eM) eee eeeeeeee ee e eeeeeeeeeeeeee eeeeee (8×), eeeeee eeeee eeeeeee eeeeee (88Meee), eee eeeeeeeeee (888ee) eee 88.8e. Mee eeee eee eeeeee ee eee eee eeeeeee eeee M8M (8.8eM) eee 8.8e. Meeee eeeee eeeeeeeeeeee ee eeeee eee eeeeeee eee eeeeeeeeeee ee Me8M, eeeeeeee eeeeeee eeeeee eee, eee eeeeeeeeeeee ee eeeee. Meeeeeeeeeee eee eeeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/MeMMe 8:8); eeeee: 88ee (88%).

References


Cookie-Einstellungen