Synthesis of. gamma.-unsubstituted. alpha.-acyl-. beta.-tetronic acids from aldehydes

K Nomura, T Iida, K Hori, E Yoshii

Index: Nomura; Iida; Hori; Yoshii Journal of Organic Chemistry, 1994 , vol. 59, # 2 p. 488 - 490

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Citation Number: 23

Abstract

Method A TBAF in THF at rt. Method B: KFAl~ O $ l&crown-6 in MeCN at rt.* Lit. 3 mp 70-72" C. e The yield based on recovered keto ester 1st to good yields (Table 2). The rate of the cyclization reaction was not unexpectedly sensitive to bulkiness at the a-position of the R group, and the tertiary acyl substrates 15e-g required much longer reaction times than the less hindered ones, 15a-d. A low yield of 16g (52%) is largely responsible to a ...