Preparation of 2A,3A-alloepimino-2A,3A-dideoxy-β-cyclodextrin as a versatile scaffold candidate for the hetero-2A3A-bifunctionalization

被引：6

作者：

Fukudome, M ^{[1
]}

Yuan, DQ ^{[1
]}

Fujita, K ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, Dept Mol Med Sci, Nagasaki 8528521, Japan

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 07期

关键词：

cyclodextrin; altrose; modification; sulfonylation; aziridine; ethylenimine;

D O I：

10.1016/j.tetlet.2004.12.076

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

3(A)-Azido-3(A)-deoxy-altro-beta-cyclodextrin, although having as many as 20 different hydroxyl groups, was selectively sulfortylated at the 2(A)-OH of the altrose residue by 2-mesitylenesulfonyl chloride to give 3(A)-azido-3(A)-deoxy-2(A)-O-mesitylenesulfonyl-altro-beta-cyclodextrin. A one-pot reduction-intramolecular substitution of the latter afforded the title compound as a promising intermediate for the introduction of two different functional groups to two different positions of one sugar unit, which has not been succeeded hitherto. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1115 / 1118

页数：4

共 29 条

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