Reductive cyclization of oxo esters

CD Gutsche, IYC Tao, JA Kozma

Index: Gutsche,C.D. et al. Journal of Organic Chemistry, 1967 ,  vol. 32, p. 1782 - 1790            

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Citation Number: 15

Abstract

Methyl~-(2-ketocycloheptane) propionate, available from the ring enlargement of cyclohexanone with N-nitrosopyrrolidone-2, has been shown to undergo reductive cyclization upon treatment with sodium in ammonia or sodium naphthalenide in tetrahydrofuran. With sodium in ammonia as the reducing agent the 30-35% yield of volatile product includes the cis and trans isomers of 7-hydroxybicyclo [5.3. 0] decan-&one (2), ...