Chiral Synthons by Enantioselective Hydrolysis of meso-Diesters with Pig Liver Esterase: Substrate-Stereoselectivity Relationships

Authors

  • Kunitomo Adachi Faculty of Pharmaceutical Sciences University of Tokyo 7-3-1 Hongo, Bunkyo-ku, Tokyo 113 (Japan)
  • Susumu Kobayashi Faculty of Pharmaceutical Sciences University of Tokyo 7-3-1 Hongo, Bunkyo-ku, Tokyo 113 (Japan)
  • Masaji Ohno Faculty of Pharmaceutical Sciences University of Tokyo 7-3-1 Hongo, Bunkyo-ku, Tokyo 113 (Japan)

DOI:

https://doi.org/10.2533/chimia.1986.311

Abstract

The enantioselective synthesis of some antibiotics by combination of enzymatic and non-enzymatic procedures brought us to look at the substrate-stereoselectivity relationships in more detail. The enantiomeric excess of the chiral half-esters (Scheme 1), and even the absolute configuration of these products have been found to vary in response to small structural changes in the substrates. The present study on the substrate-stereoselectivity relationships will be useful for the rational application of pig liver esterase (PLE) in the preparation of chiral building blocks.

Downloads

Published

1986-09-30

Issue

Vol. 40 No. 9 (1986): Forschung/Research

Section

Articles

License

Copyright (c) 1986 Kunitomo Adachi

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
K. Adachi, S. Kobayashi, M. Ohno, Chimia 1986, 40, 311, DOI: 10.2533/chimia.1986.311.