A NEW ROUTE TO DEOXYTHIOSUGARS BASED ON ALDOLASES

被引：34

作者：

CHOU, WC ^{[1
]}

CHEN, LH ^{[1
]}

FANG, JM ^{[1
]}

WONG, CH ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1994年 / 116卷 / 14期

关键词：

D O I：

10.1021/ja00093a018

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new route to deoxythiosugars based on aldolases has been developed. Representative syntheses of several thioketoses and 1-deoxy-5-thio-D-glucose, 1-deoxy-5-thio-D-galactose, 1-deoxy-5-thio-L-altrose, 1-deoxy-5-thio-D-mannose, 1-deoxy-5-thio-L-mannose, and 2-deoxy-5-thio-D-ribose are illustrated with the use of fructose 1,6-diphosphate aldolase, fuculose 1-phosphate aldolase, rhamnulose 1-phosphate aldolase, and 2-deoxyribose 5-phosphate aldolase in reaction with an appropriate thioaldehyde, followed by reduction with triethylsilane in the presence of BF3.Et(2)O.

引用

页码：6191 / 6194

页数：4

共 34 条

[1] 5-THIO-D-MANNOSE FROM THE MARINE SPONGE CLATHRIA-PYRAMIDA (LENDENFELD) - THE 1ST EXAMPLE OF A NATURALLY-OCCURRING 5-THIOSUGAR [J].