AN ASYMMETRIC SYNTHESIS OF BICYCLIC LACTONES AND ITS APPLICATION TO THE ASYMMETRIC SYNTHESIS OF (1R,3S)-CIS-CHRYSANTHEMIC ACID
- 5 March 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 12 (3) , 385-388
- https://doi.org/10.1246/cl.1983.385
Abstract
Optically active bicyclic lactones are synthesized from ircides, derived from (R)-(−)-2-amino-2-phenylethanol and meso-cyclic-1,2-cis-dicarboxylic acids, by successive treatment with sodium bis(2-methoxyethoxy)aluminum hydride and sodium borohydride, followed by acid hydrolysis. This reaction is successfully applied to the asymmetric synthesis of (1R,3S)-cis-chrysanthemic acid.Keywords
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