3,6-THIOANHYDRO SUGARS AS IMPORTANT KEY INTERMEDIATES IN THE ENANTIOSPECIFIC SYNTHESIS OF CHIRAL POLYHYDROXYTHIOLANES

被引:9
作者
IZQUIERDO, I
PLAZA, MT
ASENJO, R
RODRIGUEZ, M
机构
[1] Department of Organic Chemistry, Faculty of Pharmacy, University of Granada
关键词
D O I
10.1016/0957-4166(95)00137-E
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Methyl 3,6-thioanhydro-alpha-D-glucopyranoside (5) was obtained in seven steps from the commercially available methyl alpha-D-glucopyranoside. Transformation of 5 into (2R,3R,4S)-3,4-dihydroxy-2-[(S)-1,2-dihydroxyethyl]th (9) was achieved by acid hydrolysis and subsequent reduction without isolation of its formyl derivative (8).
引用
收藏
页码:1117 / 1122
页数:6
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