The Journal of Organic Chemistry

Reaction of cyclopentanones with methylsulfinyl carbanion

WT Comer, DL Temple

Index: Comer,W.T.; Temple,D.L. Journal of Organic Chemistry, 1973 , vol. 38, # 12 p. 2121 - 2125

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Citation Number: 6

Abstract

Methylsulfinyl carbanion reacts with cyclopentanone at ambient temperature to afford the unexpected d-meth-ylene-1-cyclopentene-1-pentanoic acid (2a) in good yield. This reaction appears limited to cyclopentanones, with only low yields isolated from 2-and 3-methylcyclo~ entanones. Mechanistic considerations and some reactions