The Journal of Organic Chemistry

Stereochemistry of the reductive alkylation of. alpha.,. beta.-epoxy ketones

JD McChesney, TN Thompson

Index: McChesney, James D.; Thompson, Thomas N. Journal of Organic Chemistry, 1985 , vol. 50, # 19 p. 3473 - 3481

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Citation Number: 34

Abstract

Regio-and stereoselective formation of new carboncarbon bonds is a fundamental problem in synthetic organic chemistry. One of the more important bond-forming reactions is the alkylation of carbonyl-activated carbons. However, when an unsymmetrical ketone with protons at both the a and a'positions is treated with a base, two enolates are possible. Usually a mixture of enolates is formed; the composition of the mixture being dependent ...