Decarbethoxylation and ring-opening reactions of 2-tetrahydrofuranyl-, 2-tetrahydrothienyl-, and 2-(1, 3-dithianyl)-substituted esters

CG Kruse, ACV Janse, V Dert…

文献索引：Kruse,C.G. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 16 p. 2916 - 2920

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被引用次数: 21

摘要

The course of decarbethoxylation reactions of 2-tetrahydrofuranyl-, 2-tetrahydrothienyl-, and 2-(1, 3-dithiany1)-substituted malonic esters 1-3 with NaCl/H20 in MezSO is shown to be dependent on the nature of the substituents at the a-carbon atom. In several instances, selective decarbethoxylation provides the monoesters 4-6. In other cases, stereoselective ring-opening reactions take place, leading to mixtures of a,(% and P, y-unsaturated esters. ...