STEREOISOMERIC AROMATIC-COMPOUNDS .19.

  • 1 November 1987
    • journal article
    • research article
    • Vol. 42  (11-12) , 1159-1164
Abstract
Asymmetric reduction of 4(5)-oxocarboxylic acids (esters) by baker''s yeast and cyclization in acidic media yields optically active .gamma.(.delta.)-lactones. The evaluation of their chirality and optical purity was carried out by HPLC (HRGC) analysis of the corresponding 1,4(1,5)-diols via diastereomeric esters with (R)-Mosher acid (MTPA) and (S)-O-acyllactic acids respectively. By increasing the 4(5) alkyl side chain 4R(5R) configurated .gamma.(.delta.)-lactones with high ee-values are generated.