BIS-DEOXYGENATION OF METHYL 3,6-ANHYDRO-D-PYRANOSIDES

被引：18

作者：

FRANCE, CJ

MCFARLANE, IM

NEWTON, CG

PITCHEN, P

BARTON, DHR

机构：

[1] RHONE POULENC RORER,DAGENHAM RES CTR,DEPT PROC CHEM,RAINHAM RD S,DAGENHAM RM10 7XS,ESSEX,ENGLAND

[2] TEXAS A&M UNIV SYST,DEPT CHEM,COLLEGE STN,TX 77843

来源：

TETRAHEDRON | 1991年 / 47卷 / 32期

关键词：

DEOXYGENATION; RADICAL REDUCTION; GLUCOPYRANOSIDE; MANNOPYRANOSIDE; GALACTOPYRANOSIDE;

D O I：

10.1016/S0040-4020(01)86566-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and radical reduction of thiocarbonyl derivatives of methyl 3,6-anhydro pyranosides has been studied in the alpha-D-gluco, alpha-D-manno and beta-D-galacto series. A cyclic intermediate is proposed to explain the fact that bis-deoxygenation only occurred in the galactose series, providing a 3 step synthesis of the desired product 1b.

引用

页码：6381 / 6388

页数：8

共 25 条

[1] FORMATION OF 6-DEOXY-6-IODOHEXOPYRANOSIDES AS SUBSTRATES FOR THE HEX-5-ENOSE DEGRADATION [J].