Enantioselective total synthesis of (+)-12, 13-epoxytrichothec-9-ene and its antipode

DH Hua, S Venkataraman, RYK Chan…

Index: Hua,D.H.; Venkataraman,S.; Yu-King,R. Journal of the American Chemical Society, 1988 , vol. 110, p. 4741

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Citation Number: 44

Abstract

Abstract: The 1, 4-addition reactions of the anions derived from various cyclic allylic sulfoxides and 2-cyclopentenones were examined. Methyl substitution at C-3 of 2- cyclopentenones hinders the 1, 4-addition. The activated enone, 2-(methoxy-carbonyl)-3- methyl-2-cyclopentenone (4), however, afforded excellent chemical and optical yields of the 1, 4-adducts.