THE STEREOCONTROLLED FORMATION OF 1,2,3-TRIOLS BY YEAST-MEDIATED TRANSFORMATION OF ALPHA-KETO EPOXIDES

被引:6
作者
FOUCHE, G
HORAK, RM
METHCOHN, O
机构
[1] CSIR,DIV FOOD SCI & TECHNOL,PRETORIA 0001,SOUTH AFRICA
[2] UNIV SUNDERLAND,DEPT CHEM,SUNDERLAND SR1 3SD,ENGLAND
[3] UNIV S AFRICA,DEPT CHEM,PRETORIA,SOUTH AFRICA
关键词
D O I
10.1039/c39930000119
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3-Phenyl-2,3-epoxy ketones are transformed using baker's yeast into the corresponding 1,2,3-triols as one pure diastereoisomer (S,S,S and R,R,R) formed by syn ring opening of the epoxide after first reduction of the carbonyl group; the reaction results in the epoxy-oxygen becoming the mid OH group of the triol, implicating enzyme attack at the C-3 in the ring-opening reaction.
引用
收藏
页码:119 / 120
页数:2
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