PREPARATIVE BIOORGANIC CHEMISTRY .13. A CHIRAL BUILDING BLOCK WITH BICYCLO[2.2.2]OCTANONE SKELETON BY THE REDUCTION WITH BAKERS-YEAST

被引：30

作者：

KITAHARA, T ^{[1
]}

MIYAKE, M ^{[1
]}

KIDO, M ^{[1
]}

MORI, K ^{[1
]}

机构：

[1] OTSUKA PHARMACEUT CO LTD,2ND TOKUSHIMA INST NEW DRUG RES,TOKUSHIMA 77001,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1990年 / 1卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(00)80443-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Preparation of functionalized bicyclo[2.2.2]octan-2-one with high optical purity is described. Reduction of a bridged diketone 2 with baker's yeast gave an endo-hydroxyketone (+)-12 of 98.5≈99.5 %e.e. in 91 % yield. X-ray crystallography of its (S)-MTPA ester 13a determined the absolute configuration of (+)-12 as (1S,4S,6S). © 1990.

引用

页码：775 / 782

页数：8

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