Tetrahedron

Zinc carbenoid-mediated chain extension of β-keto amides

R Hilgenkamp, CK Zercher

Index: Hilgenkamp, Ramona; Zercher, Charles K Tetrahedron, 2001 , vol. 57, # 42 p. 8793 - 8800

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Citation Number: 32

Abstract

The reaction of β-keto amides with ethyl (iodomethyl) zinc provides access to a wide variety of γ-keto amides, including primary, secondary, and tertiary amides. Although the reaction of α-substituted β-keto amides are in many cases unsatisfactory, the method can be applied to a broad spectrum of substrates that possess imide and olefinic functionality.