Facile conversion of O-silyl protected sugars into their corresponding formates using POCl3 • DMF complex

被引:21
作者
Andrade, MM [1 ]
Barros, MT [1 ]
机构
[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE,CQFB, P-2829516 Caparica, Portugal
关键词
carbohydrates; Vilsmeier-Haack (V-H) complex; regio and chemoselective O-formylation;
D O I
10.1016/j.tet.2004.07.056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct O-formylation of two selectively protected sugar derivatives using the Vilsmeier-Haack (V-H) complex (POCl3DMF)-D-. was studied. Primary O-TBDMS and O-TBDPS ethers of sucrose, the most common disaccharide, underwent regio and chemoselective O-formylation with this formylating agent. This conversion was also studied with a monosaccharide analogue. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9235 / 9243
页数:9
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