Efficient synthesis of novel γ-substituted γ-butenolides by Lewis acid catalyzed addition of metal enolates of active methylene compounds to mucohalic acids

…, TT Curran, DT Belmont, JG Davidson

Index: Zhang, Ji; Sarma, Koushik Das; Curran, Timothy T.; Belmont, Daniel T.; Davidson, James G. Journal of Organic Chemistry, 2005 , vol. 70, # 15 p. 5890 - 5895

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Citation Number: 32

Abstract

Lewis acid catalyzed addition of active methylene compounds to mucochloric acid (1) and mucobromic acid (2) affording Knoevenagel aldol adducts, γ-substituted γ-butenolides, has been explored. Catalytic efficiencies of various Lewis acids have been compared. Indium acetate (0.25-5 mol%) was found to be the most efficient catalyst.