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
27.1.2.2.3 Method 3: Reaction with Electron-Deficient Alkenes

DOI: 10.1055/sos-SD-027-00002

Aggarwal, V.; Richardson, J.Science of Synthesis, (20042754.

Sulfur ylides react with electron-deficient alkenes (Michael acceptors) to give cyclopropanes. Dimethylsulfoxonium methylide (52) undergoes reaction with a broad variety of Michael acceptors such as α,β-unsaturated aldehydes, ketones, esters, amides, imides, and nitriles, nitroalkenes, vinyl sulfones, 5-methylenecyclopenta-1,3-dienes, and 1-methylene-1H-indenes to give the corresponding cyclopropanes.[‌3‌,‌7‌]

Meeeeeeeeee eeeeee eeeeeee eeeeeeee eeeeeeee-eeeeeeeeeee eeeeee, eeee ee eeeeeeee eeeeee, eeeeeeee eee., eee eeeeeeeeee eeeeeee eeeeeeee-eeeeeeeee eeeeeee, eeeeeee eeeee eeeeeee eeee eeeeeeee eeeeeeee-eeeeeeeeeee eeeeee, eeee ee eeeeee ee eeeee eeeeee, eeeeeeeee eeeeeee eeeeeeeeeeeeeeee eeee e eeeeeee ee eeeeeeee-eeeeeeeee eeeeeee. Mee eeee eeeeee, eeeeeeeee eeeeee (eee Meeeeee 88.8.8) eee eeee eeeeeeee eeeeeeee eee eeee eeee ee eeeeeeeeeeeeeeee.

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

Meeeee 88 Meeeeeeeeee ee Meeeeeeeeeeeeeee ee α,β-Meeeeeeeeee Meeeeeeee eee Meeeeee

M eeeeeee ee eeeeeeeeeee eeeeeee eee eeeeeeee eee eee eeeeeeeeeeeeeeee ee α,β-eeeeeeeeeee eeeeeeee eeeeeeeee, eee eeeeeee, eeeeeeeeee ee eeeeeeeeee ee eeeee eeeeeeeeeeee ee eee eeeeee eeee ee eeeeeeeeeeee ee eee α-eeeeee eeeeeeeeeee eee eeeeeeeeee eeeeeeee eeeeee eee eeeeeeeeeeee ee eee β-eeeeee eeeeeeee eeeeeee eeeeee. Meeee eeeeeeeee ee 8,8-eeeeeeee ee eeeeeeee α,β-eeeeeeeeeee eeeeeeee eeeeeeeee eee eeee eeeee,[‌888‌] eeeeeeee eeee eeeeeeee eee ee eeeeeeee ee ee eeeeeeeeee eeeeeeee-eeeeeeeeeee eeeeeeeeeee ee eee α-eeeeeeee ee eee Meeeeee eeeeeeee.[‌888‌]

α,β-Meeeeeeeeee eeeeeee eee eeeeeeeee eeeeee eeeeeeeeee eeeee γ-eeeeeee 88 eeeeeee ee eeeeeeeeeeeee 88. Mee eeeeeeeeeeee eeeeeeeeeeee 88 eee eeeeeee eeeeee eeeeeeee eeee eeeeeee eeee 8,8-eeeeeeeeeee ee eeee 88, eeeee eee eeeeeee 8,8-eeeeeeeeeee ee eeeeee γ-eeeeee 88 (Meeeee 88).[‌888‌,‌888‌]

Meeeee 88 8,8-Meeeeeeeeee ee α,β-Meeeeeeeeee Meeeee[‌888‌,‌888‌]

Meee eeeeee eee eeeeeeeeeeeeeeee ee eeeeeee ee eeeeeeeee eeee eeeeeeeeeeeeee, eee ee eeeeeeee ee e eeeeeee ee eeeeeeeeee eeeeee.

Mee ee eee eeeeeeeeeeee eeeeeeeeee eeee eeeee eeeeeeeeeee eeeee eee eee eeeeeeee ee eeeeeeeeeee eeeeee eeeeeee eeeee eeeeee eeeeeeeeee eeeeeeeeeeeeeeee eeeeeeeee eeee Meeeeee eeeeeeeee. Mee eee ee eeeeeeeeeeeeeeee eeeee 88 eeeeee eee eeeeeeeeeeeeeeee ee e eeeeeee ee Meeeeee eeeeeeeee; eee eeeeeee, ee eeeeee eeee (M)-8-eeeeeeeeeeeeeeeeeeee ee eeee (8M*,8M*,8M*)-8-eeeeee-8-eeeeeeeeeeeeeeeeeeeeeeeeeeeeee (88) (Meeeee 88).[‌888‌] α,β-Meeeeeeeeee eeeeeeeee eee eeeeeee eee eeeeeeeee eeee eeeeeeeeeeeee eeee ee eeeeeeeee eeeeeeeeeee ee eeee eeee, eeeeeeeeee eeeeeee eee eeeeeeeeeeeeeee eeeeeee eeeee ee eeeee eeeeeeeeeeee ee eeeeee ee eee eeeee eeeeeeee eeeeeee ee eeeeee.

Meeeee 88 Meeeeeeeeeeeeeee ee (M)-8-Meeeeeeeeeeeeeeeeeee eeee ee Meeee-Meeeeeeeeee Meeeeeeeeee Meeee[‌888‌]

References


Cookie-Einstellungen