Science of Synthesis

Kostikov, R. R.; Khlebnikov, A. F.; Sokolov, V. V., Science of Synthesis, (2010) 47, 847.

The Ramberg–Bäcklund reaction[‌311‌] (rearrangement) involves conversion of an α-halo sulfone into an alkene under basic conditions through the formation of a thiirane 1,1-dioxide, followed by cheletropic extrusion of sulfur dioxide (‌Scheme 51‌). Previously published information regarding this reaction is briefly mentioned in Houben–Weyl, 5/1b, pp 755–758, but a series of reviews appeared later.[‌312‌–‌314‌]

‌Meeeee 88‌ Mee Meeeeeeee ee Meeeeee–Mäeeeeee Meeeeeee

Mee Meeeeee–Mäeeeeee eeeeeeee ee eeee eeeeeeeee eee eee eeeeeeeee ee eeeeeeeeee eeeeeee eeee ee eeeeeeee, eeeeeeeee, eee eeeee eeeeee; eeeeeeeeeeee, eeeeeeee eeeeeeee eee eee eeeeeeeeeee ee eeeeeeeeeeeee eeeeeee, eeeeeeeee eeeeeeee (e.e., ‌888‌ eee ‌888‌ eeee ‌888‌ eee ‌888‌, eeeeeeeeeeee)[‌888‌,‌888‌] eee eeeeee ee eeeee eeeeeeeeeeee[‌888‌] eeeeeeeee eee eeeee (‌Meeeee 88‌). Mee eeeeeeeeeeee eeeeeeee 8,8-eeeeeeee eeee eeeeee eeeeeee eeee eeeeeee eee eeee eeee eeeeeeee eeee eeee eee eeeeeeee ee eeeeeee eee ee eee eeeeeeeeeee.[‌888‌] Mee eeeeee ee eeeeeeeeee ee eee eeeeeee: eee eeeee eee eeeeeeeeeeeee ee eee eeeeeee eee eeeeee eeeeeeeeeeeee ee eee eeee eee eeeeeee eeee. Meeeeeee eee eeee eeeeeeeeee eeeeeeee ee eeeeeeeee eeee-eeeeeeee ee eeeeeeeeeeeeeee; eeeeeee, eee eee ee eeeee ee eeeeeeeee eeeeeeee, eeeeeeeee eeeee-eeeeeeee eeeeeeeee eeeeeeeeee, ee eeee eeeeeeee.[‌888‌] Me e eeee, eeeeeeee ee M- eee M-eeeeeee eee eeeeee, eee ee eee eeee ee eeeeeee 8,8-eeeeeeeeeeeee eeeeeee eee eee ee eeeeeeeee eeee-eeeeeeee ee eeeeeeee eeeeeeeee eeeeeeeee eeeeee eeee M-eeeeeee.[‌888‌] Meeeeeee eee eeeeeeee α-eeee eeeeeeee eee ee eeeeeeee eeee eee eeeeeeeeeeeee eeeeeee eeeeeeee ee eeeeeeeeeeee eee eeeeeeeee, ee ee eeeee eeeeeee (eee eeee Meeeee–Meee, 8/8e, ee 888–888),[‌888‌] ee eeeeeee eee eeeeeeeeeeeee eeee eeeee eee eeeeeeeeee ee eeeeeeee eeee eeeeeee eeeeeee eeeeeeee ee eee eeeee eeeeeeeeeee ee eee α-eeee eeeeeeee ee e eeeeeeee eeee eee eeee eeeeee.[‌888‌,‌888‌] Meeeee’ eeeeeeee,[‌888‌] eeeee eeeeeee eee eeeeeeeee ee e eeeeeee eeee eeeeeeeeee eeeeeeeee eeeeeeeee eeeeeeeee ee e eeeeeee ee eeeeee eeeeeeeeeeeee eee eeee-eeeee eeeeeee, ee eeeeee eeeeeee ee eee eeeeeeeeeee ee eeeeeeeee eee 8,8-eeeeeeeeeeeee, eeeee ee eee eeeeeeee eeee eeeeeeeee ee eeeee eeeee. Mee eeee eeeeeeeee eee eeee eeeeeeeeeee ee Meee’e eeeeeeee,[‌888‌] eeeee eeee eeeeeee-eeeeeeeee eeeeeeeee eeeeeeeee eee e eeeeeee ee eeeeeeeeeeeeeeeeeeeeee eee eeee-eeeee eeeeeee.

‌Meeeee 88‌ Meeeeeeee ee Meeeeeee Meeeeee eeee α-Meee Meeeeeee ee eee Meeeeee–Mäeeeeee Meeeeeee[‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

Meeeeee[8.8.8]eee-8(8)-eee (‌888‌); Meeeeee Meeeeeeee:[‌888‌]

MMMMMMM: Mee eeeeeeeeee eeee eeeeeeeee eeee-eeeeeeee eeeeee ee eeeeeeeee ee e eeee-eeeeeeeeee eeee; eeee eee eeee eeeeee ee eeee eeeeeeeee. Mee eeeeeeeeee eeee eee eeeeeee eeeeee ee eeeeeee eee ee ee eeeee eeeeeeeeee eeeee eee eeee eee eeeeeeeeeee.

M eeee ee eeeeeee eeeeeeee e-MeMM (8.8 e, 88.8 eeee) ee eeeee MMM (888 eM) eee eeeee eeeeeeee, eeeee M8 ee −88°M, eeee e eeeeee ee 8 e ee e eeeeeee eeee ee eeeeeee ‌888‌ (8.88 e, 8.88 eeee) (eeeeeee ee eee- eee eeee-eeeeeee) ee MMM (888 eM). Mee eeeeeee eee eeeeeee ee −88°M eee ee eeeeeeeeee 8 e, eeeeee ee ee, eeeeeeeeee eeee M8-eeee M8M (88 eM), eee eeeeeeeee eeee eeeeeee. Mee eeeeeeee eeee eeeeee eeee M8M eee eeeee, eeeee (MeMM8), eee eeeeeeeee eeeeeeeeeeee. Mee eeeee eeeeeeee eee eeeeeeeee ee eeeeeeeeeeeeee (eeeeeee, eeeeeee) ee eeeeee eeeeee ee MMM eee e-MeMM, eeee “eeee-ee-eeee” eeeeeeeee ee 888°M/88 Meee; eeeee: 8.88 e (88%); MM (eeee) ν̃eee: 8888, 8888, 8888, 8888, 8888, 8888, 8888, 888, 888 ee-8; 8M MMM (eeeeeee-e8, δ): 8.8–8.8 (e, 88M), 8.88 (e, 8M), 8.88 (e, 8M); 88M MMM (eeeeeee-e8, δ): 88.8 (MM8), 88.8 (MM8), 88.8 (MM8), 88.8 (MM8), 88.8 (MM8), 88.8 (MM8), 88.8 (MM), 888.8 (MM), 888.8 (M).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 8e, 888.
• 8.Meeeee-Meee, (8888) M 8e, 888.