Observations on the reactions of chiral pyruvates. Synthesis of (-)-and (+)-citramalic acid

JK Whitesell, K Nabona, D Deyo

Index: Whitesell, James K.; Nabona, Kathy; Deyo, Don Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2258 - 2260

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Citation Number: 45

Abstract

In 1983 we reported on the reduction, nucleophilic addition, and ene reactions (eq 1) of a- keto esters derived from 8-phenylmenthol (l)'(Figure 1). Unfortunately, the report of an ene reaction between the pyruvate ester and 1-hexene in the presence of SnC1, was in error as in fact the main products from that reaction appear to be those resulting from aldol reaction- condensation of the pyruvate with itself. Use of other Lewis acids (EtA1C12, AlC13, BF3)

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