The Journal of Organic Chemistry

. beta.-Alkylalkanedioic acids from cycloalkenones via Michael alkylation-methoxycarbonylation

RG Salomon, MF Salomon

Index: Salomon,R.G.; Salomon,M.F. Journal of Organic Chemistry, 1975 , vol. 40, # 10 p. 1488 - 1492

Full Text: HTML

Citation Number: 20

Abstract

Cyclopentenone (la) Cyclohexenone (lb) yields of 2 (see Table I) often exceed 50% and a larger excess of organocuprate increases the yield. These facts indicate that organocopper by-product and/or excess organocuprate compete with the original enolate in deprotonating the intermediate P-keto esters. Also butyl cuprate gives