J. Witzeman, W. D. Nottingham
Mar 1, 1991
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Journal
Journal of Organic Chemistry
Abstract
Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, 1a) is shown tod be a convenient method for the preparation of a wide variety of acetodacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of 1a with an unhindered primary amine such as n-heptylamine under standard conditions gives unwanted byproducts due to the formation of the enamines. Formation of these byproducts can be minimized by dilution and/or altering the mode of addition