Journal of the American Chemical Society

Synthesis of olefins and ketones from carbonyl compounds and sulfinamides

EJ Corey, T Durst

Index: Corey,E.J.; Durst,T. Journal of the American Chemical Society, 1968 , vol. 90, p. 5548 - 5552

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Citation Number: 35

Abstract

Abstract: The reaction of a-lithio sulfinamide derivatives with aldehydes and ketones affords P-hydroxy sulfinamides by carbonyl addition. These adducts undergo smooth thermolysis in the range 80-110" to form olefins along with sulfur dioxide and the appropriate amine. These reactions constitute a new synthetic route to olefins. A new and useful one-step synthesis of ketones from esters and a-lithio sulfinamide derivatives is also described. he ...