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Synlett 1990; 1990(12): 731-732
DOI: 10.1055/s-1990-21228
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Enantioselective Synthesis of Pipecolic Acid Derivatives via an Ene-Iminium Cyclization

Claude Agami* , François Couty
  • *Université Pierre et Marie Curie, Laboratoire de Chimie Organique, URA 408, Tour 45, 4 place Jussieu, F-75005 Paris, France
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Publication Date:
08 March 2002 (online)

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Optically pure 4-substituted pipecolic acid derivatives (2-piperidinecarboxylic acids) are obtained from (R)-N-(3-butenyl)-2-phenylglycinol by a sequence of reactions whose key step is a nucleophilic-mediated cyclization of an ene-iminium ion. During this step, the structure of the two newly created stereogenic centers is controlled by chiral induction.

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