Use of biological systems for the preparation of chiral synthons. Part II. Preparation of (-)-cis- and (-)-trans-2,4-dimethylcyclohexan-1-ones for the synthesis of cycloheximides.
作者:Alain KERGOMARD、Gérard DAUPHIN、Henri VESCHAMBRE
DOI:10.1271/bbb1961.51.2117
日期:——
Microbial reduction of (±)-2, 4-dimethylcyclohex-2-en-1-one by Beauveria sulfurescens led mainly to two isomers of 2, 4-dimethylcyclohexanols. By oxidation of these alcohols, chiral building blocks for cycloheximide synthesis were obtained, namely (-)-(2R, 4R)-2, 4-dimethylcyclohexan-1-one and (-)-(2R, 4S)-2, 4-dimethylcyclohexan-1-one.
硫磺白僵菌对 (±)-2, 4-二甲基环己-2-en-1-one 的微生物还原主要产生 2, 4-二甲基环己醇的两种异构体。通过这些醇的氧化,获得了用于放线菌酮合成的手性结构单元,即(-)-(2R,4R)-2, 4-二甲基环己烷-1-酮和(-)-(2R,4S)-2, 4-二甲基环己烷-1-酮。