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Communication | Regular issue | Vol 78, No. 9, 2009, pp.2193-2199
Published online, 14th May, 2009
DOI: 10.3987/COM-09-11690
An Enantioselective Approach to Synthesis of Advanced Chiral Templates for the Construction of Indolic and Indolizidinic Alkaloids

Radouane Affani, Sébastien Comesse,* Adam Daïch,* Louis Hamon, and Catherine Kadouri-Puchot*

*URCOM, EA 3221, CNRS-INC3M FR 3038, UFR of Sciences & Technology, Laboratory of Chemistry, University of Le Havre, 25 Rue Philippe Lebon, BP 540, F-76058 Le Havre Cedex, France

Abstract

A new approach for the syntheses of chiral indolic and indolizidinic templates is presented. They were obtained in three steps starting from a chiral primary amino-vinylsilane. The key step was the N-acyliminium π-cyclization, leading diastereoselectively to the formation of the six membered ring templates.