The Journal of Organic Chemistry

Mercury in organic chemistry. 13. Stereospecific synthesis of. alpha.,. beta.-unsaturated ketones via acylation of vinylmercurials

RC Larock, JC Bernhardt

Index: Larock,R.C.; Bernhardt,J.C. Journal of Organic Chemistry, 1978 , vol. 43, p. 710 - 719

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Citation Number: 36

Abstract

Treatment of vinylmercuric chlorides with acid chlorides and aluminum trichloride for 5 min at room temperature in methylene chloride solvent provides a very mild, convenient method for the synthesis of a $-unsaturated ketones in excellent yields and high stereochemical purity. The reaction is applicable to the synthesis of functional-ly substituted enones as well as dienones. Rhodium (1) and palladium (0) reagents also promote the reaction, but in ...