Addition of aromatic thiols to conjugated cycloalkenones, catalyzed by chiral. beta.-hydroxy amines. A mechanistic study of homogeneous catalytic asymmetric …

H Hiemstra, H Wynberg

文献索引：Hiemstra, Henk; Wynberg, Hans Journal of the American Chemical Society, 1981 , vol. 103, # 2 p. 417 - 430

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被引用次数: 435

摘要

Abstract: Reactions between aromatic thiols and conjugated cycloalkenones afford optically active 3-arylthiocycloalkanones, when chiral bases are used as catalysts. This paper reports a detailed investigation into the mechanism of this catalytic asymmetric synthesis. The reaction has been performed under a variety of conditions. Catalysts containing the@- hydroxy amine moiety (cinchona and ephedra alkaloids) give higher reaction rates and ...