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Asymmetric Synthesis of the Key Intermediates Leading to (-)-Aphanorphine and (-)-Eptazocine

โœ Scribed by Hulme, Alison N.; Henry, Steven S.; Meyers, A. I.


Book ID
127137788
Publisher
American Chemical Society
Year
1995
Tongue
English
Weight
827 KB
Volume
60
Category
Article
ISSN
0022-3263

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An efficient asymmetric synthesis of key
โœ Stephen K. Taylor; Milica Ivanovic; Lloyd J. Simons; Matthew M. Davis ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 190 KB

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 enantio