Tetrahedron

A versatile route to β-enamino esters by acylation of lithium enamines with diethyl carbonate or benzyl chloroformate

G Bartoli, C Cimarelli, R Dalpozzo, G Palmieri

Index: Bartoli, Giuseppe; Cimarelli, Cristina; Dalpozzo, Renato; Palmieri, Gianni Tetrahedron, 1995 , vol. 51, # 31 p. 8613 - 8622

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Citation Number: 81

Abstract

A versatile route to β-enamino esters 1, using accessible starting materials, was developed. Lithiated enamines are allowed to react with diethyl carbonate or benzyl chloroformate with the formation of the β-enamino esters 1a or 1b. The reaction is rather general from a wide array of ketimines and aldimines. Products included cyclic β-enamino esters 1aa-ac, very useful for the synthesis of natural products.