A mild and easy one-pot procedure for the synthesis of 2-deoxysugars from glycals

被引：32

作者：

Costantino, V ^{[1
]}

Imperatore, C ^{[1
]}

Fattorusso, E ^{[1
]}

Mangoni, A ^{[1
]}

机构：

[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)01643-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glycals can be converted into the corresponding 2-deoxysugars in good yields by treatment with N-iodosuccinimide in CH3CN-H2O 95:5 and removal of the iodide group using Na2S2O4 in DMF/H2O at room temperature. This method is easy to apply, sufficiently mild to allow the survival of acid-sensitive groups such as silyl and trityl ethers and less harmful to the environment than metal-based reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：9177 / 9180

页数：4

共 9 条

[1]

BARNES RJ, 1996, J CHEM SOC P1, V5, P431

[2] Mercuration-reductive demercuration of glycals: a mild and convenient entry to 2-deoxy-sugars. [J].