Enantioselective Synthesis of Pipecolic Acid Derivativesviaan Ene-Iminium Cyclization
- 1 January 1990
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1990 (12) , 731-732
- https://doi.org/10.1055/s-1990-21228
Abstract
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.Keywords
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