Preparation of cyclopropanes from. alpha.,. beta.-unsaturated aldehydes, esters, and ketones

YH Chang, HW Pinnick

Index: Chang,Y.-H.; Pinnick,H.W. Journal of Organic Chemistry, 1978 , vol. 43, # 2 p. 373 - 374

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Citation Number: 43

Abstract

Sir: In connection with natural product synthesis, we have been concerned with the problem of converting a,p-unsatu- rated compounds into cyclopropanes (eq 1) and recently de- ... R r 0 veloped a method to accomplish this; however, the open chain hydrocarbon was also formed (eq 2).l We now report another 1. C6HjSH 2. LiAlH, 3. CH,SO,Cl/Pyr 5 Li/NH, R' R' 0 2. LiAlH, R ... 3. CH,SO,Cl/Pyr 5. Li/NH, I II R' 0 R' ... + R* (2) R approach which cleanly gives the ...