AN ASYMMETRIC SYNTHESIS OF BICYCLIC LACTONES AND ITS APPLICATION TO THE ASYMMETRIC SYNTHESIS OF (1R,3S)-CIS-CHRYSANTHEMIC ACID

DOI: 10.1246/cl.1983.385

Source and publish data:

Chemistry Letters p. 385 - 388 (1983)

Update date:2022-08-02

Topics:

Authors:

Mukaiyama, Teruaki

Yamashita, Hiroyuki

Asami, Masatoshi

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Article abstract of DOI:10.1246/cl.1983.385

Optically active bicyclic lactones are synthesized from imides, 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.

Full text of DOI:10.1246/cl.1983.385

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