ASYMMETRIC-SYNTHESIS OF EPIBATIDINE BY USE OF A NOVEL ENANTIOSELECTIVE SULFINATE ELIMINATION-REACTION

Authors
JONES CD SIMPKINS NS GIBLIN GMP
Citation
Cd. Jones et al., ASYMMETRIC-SYNTHESIS OF EPIBATIDINE BY USE OF A NOVEL ENANTIOSELECTIVE SULFINATE ELIMINATION-REACTION, Tetrahedron letters, 39(9), 1998, pp. 1023-1024
Citations number
3
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
9
Year of publication
1998
Pages
1023 - 1024
Database
ISI
SICI code
0040-4039(1998)39:9<1023:AOEBUO>2.0.ZU;2-3
Abstract
A vicinal bis-sulfone having the 7-azabicyclo[2.2.1]heptane skeleton u ndergoes a novel type of asymmetric elimination on treatment with the sodium alkoxide derivative of (IR, 2S)-ephedrine, to give an alkenyl s ulfone product, which is a key intermediate in the synthesis of the al kaloid epibatidine. (C) 1998 Elsevier Science Ltd. All rights reserved .