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Synlett 1999; 1999(5): 561-562
DOI: 10.1055/s-1999-11454
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Ti(II)-Mediated Cyclization of ω-Vinylimides. A Stereoselective Approach to Gelsemine

Moo Je Sung* , Chi-Wan Lee, Jin Kun Cha
  • *Department of Chemistry, University of Alabama, Tuscaloosa, AL 35487, USA; Fax +1(2 05)3 48-91 04; E-mail: cha@jkc.ch.ua.edu
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Publication Date:
31 December 1999 (online)

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A convenient approach to the synthetically challenging tricyclic core of gelsemine (1) has been developed by the titanium-mediated intramolecular coupling of bicyclic ω-vinylimides.

alkaloid synthesis - gelsemine - titanium-mediated cyclization - ω-vinylimides - N-acylaminals