The Journal of Organic Chemistry

Acylations of thiol ester enolate anions

GE Wilson Jr, A Hess

文献索引：Wilson, G. Edwin; Hess, Arye Journal of Organic Chemistry, 1980 , vol. 45, # 14 p. 2766 - 2772

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被引用次数: 9

摘要

The synthetic utility of thiol ester enolate anions has been explored. Claisen condensations of thiol esters with isoprcipylmagnesium bromide base proceed in good yield. The Dieckmann reaction of diethyl thiolpimelate to form a six-membered ring proceeds in 74% yield, but the corresponding reaction of diethyl thioladipate to provide a five-membered ring gives only 26% yield. Neither alkylation of ethyl thiolacetate nor a Michael-type adduct ...