Tetrahedron: Asymmetry

An efficient asymmetric synthesis of key intermediates in the synthesis of aphanorphine and eptazocine

SK Taylor, M Ivanovic, LJ Simons, MM Davis

文献索引：Taylor, Stephen K.; Ivanovic, Milica; Simons, Lloyd J.; Davis, Matthew M. Tetrahedron Asymmetry, 2003 , vol. 14, # 6 p. 743 - 747

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被引用次数: 15

摘要

Efficient, formal syntheses of aphanorphine and eptazocine are reported that involve epoxide cyclizations. The necessary chiral epoxides were prepared following treatment of diols prepared by Sharpless asymmetric osmylations of an alkene. The cyclizations formed a ring compound with the same enantiomeric purity as the starting epoxide.