Direct organocatalytic asymmetric heterodomino reactions: the Knoevenagel/Diels-Alder/epimerization sequence for the highly diastereoselective synthesis of …

…, K Anebouselvy, NS Chowdari, CF Barbas

Index: Ramachary; Anebouselvy; Chowdari, Naidu S.; Barbas III, Carlos F. Journal of Organic Chemistry, 2004 , vol. 69, # 18 p. 5838 - 5849

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Citation Number: 138

Abstract

Amino acids and amines have been used to catalyze three component hetero-domino Knoevenagel/Diels-Alder/epimerization reactions of readily available various precursor enones (1a-l), aldehydes (2a-p), and 1, 3-indandione (3). The reaction provided excellent yields of highly substituted, symmetrical and nonsymmetrical spiro [cyclohexane-1, 2'-indan]- 1', 3', 4-triones (5) in a highly diastereoselective fashion with low to moderate ...

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