S. K. Taylor, M. Ivanović, Lloyd J. Simons
Mar 21, 2003
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Journal
Tetrahedron-asymmetry
Abstract
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.