Selective reductions of C-(4,6-O-benzylidene-β-D-glucopyranosyl) nitromethane

被引：1

作者：

Simo, O

Michael, K

Yoshida, W

Chertkov, VA

Gross, PH ^{[1
]}

机构：

[1] Univ Pacific, Dept Chem, Stockton, CA 95211 USA

[2] Univ Hawaii, Dept Chem, Honolulu, HI 96822 USA

来源：

SYNTHETIC COMMUNICATIONS | 2005年 / 35卷 / 12期

关键词：

C-glycosides; dimerization; nitro methyl; protective groups; reduction;

D O I：

10.1081/SCC-200061554

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nitromethyl group of C-(4,6-O-benzylidene-beta-D-glucopyranosyl) nitromethane was manipulated by various reduction and oxidation methods and further functionalizations into -CH2NHOH, -CH=NOH, -CN, -CH=O, and -CH2NHCONH2, all with retention of the 4,6-O-benzylidene group. Certain reduction methods gave rise to a novel secondary amine via an unusual dimeric aminal.

引用

页码：1589 / 1599

页数：11

共 20 条

[1] C-GLYCOSYL NUCLEOSIDES .2. FACILE SYNTHESIS OF DERIVATIVES OF 2,5-ANHYDRO-D-ALLOSE [J].