CHIRAL SYNTHESIS OF ENANTIO-TYPE ERYTHRINAN ALKALOIDS UTILIZING ASYMMETRIC ACYLATION AND KINETIC RESOLUTION OF DIASTEREOMERS

Shinzo HOSOI; Kazuya ISHIDA; Masako SANGAI; Yoshisuke TSUDA

doi:10.1248/cpb.40.3115

Shinzo HOSOI, Kazuya ISHIDA, Masako SANGAI, Yoshisuke TSUDA

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Keywords: chiral synthesis, Erythrina alkaloid, 3-demethoxyerythratidinone, enantio-type alkaloid, asymmetric acylation, kinetic resolution, cyclization

JOURNAL FREE ACCESS

1992 Volume 40 Issue 11 Pages 3115-3117

DOI https://doi.org/10.1248/cpb.40.3115

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Abstract

Chiral synthesis of an erythrinan alkaloid, (-)-3-demethoxyerythratidinone (11), as well as a versatile intermediate, the 1, 7-cycloerythrinan derivative (14) (both are of enantio-type) was achieved using asymmetric acylation and kinetic resolution starting from the L-dopa derivative (1).

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