The Journal of Organic Chemistry

Transacetoacetylation with tert-butyl acetoacetate: synthetic applications

JS Witzeman, WD Nottingham

Index: Witzeman, J. Stewart; Nottingham, W. Dell Journal of Organic Chemistry, 1991 , vol. 56, # 5 p. 1713 - 1718

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Citation Number: 113

Abstract

Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, la) is shown to be a convenient method for the preparation of a wide variety of acetoacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of la with an unhindered primary amine such as n- heptylamine under standard conditions gives unwanted byproducts due to the formation of ...

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