Kowalski ester homologation. Application to the synthesis of β-amino esters

D Gray, C Concellón, T Gallagher

Index: Gray, Diane; Concellon, Carmen; Gallagher, Timothy Journal of Organic Chemistry, 2004 , vol. 69, # 14 p. 4849 - 4851

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Citation Number: 29

Abstract

Currently, homologations are based primarily on the Arndt−Eistert procedure, as outlined in Scheme 1. However this method, while widely used, necessarily requires the stoichiometric use of diazomethane and the generation and subsequent Ag(I)-catalyzed rearrangement of a diazoketone intermediate. 4 These are both significant drawbacks, especially for larger scale work, but a direct homologation strategy nevertheless retains significant advantages. Some years ago, ...

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