Tetrahedron

A new two-carbon olefin homologation procedure that leads to α-chloroenones. An efficient synthesis of d, 1-muscone

JP Deprés, B Navarro, AE Greene

Index: Depres, Jean-Pierre; Navarro, Brigitte; Greene, Andrew E. Tetrahedron, 1989 ,  vol. 45,  # 10  p. 2989 - 2998

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Citation Number: 16

Abstract

Dichloroketene-olefin cycloadducts, α, α-dichlorocyclobutanones, are easily converted to α- chloroenones through a 3-step (2-pot) sequence of reactions. The over all result is the insertion of a functionalized 2-carbon unit between the original olefinic carbons. The efficiency of the method is demonstrated by a high-yield synthesis of d, 1-muscone.