Diisobutylaluminium hydride (DIBAL-H) is promoting a selective clockwise debenzylation of perbenzylated 6A 6D-dideoxy-α-cyclodextrin

被引：41

作者：

Bistri, O ^{[1
]}

Sinay, P ^{[1
]}

Sollogoub, M ^{[1
]}

机构：

[1] UPMC, Ecole Normale Super, Dept Chim,UMR 8642, Inst Chim Mol,FR 2760,CNRS ENS, F-75231 Paris, France

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 45期

关键词：

aluminium; diisobutylaluminium hydride (DIBAL-H); cyclodextrins; selectivity;

D O I：

10.1016/j.tetlet.2005.09.046

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：

A novel C-2 symmetric cyclodextrin (M) was obtained possessing three pairs of functionalities on its primary rim. Its synthesis relies on a first generation diisobutylaluminium hydride (DIBAL-H) induced 6(A) 6(D) -de-O-benzylation of a perbenzylated CD followed by a second generation 6(C),6(F)-de-O-benzylation on a resulting perbenzylated. 6(A)6(D)-dideoxy-CD conceived to undergo a regioselective clockwise reaction. (c) 2005 Elsevier Ltd. All rights reserved.

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收藏

页码：7757 / 7760

页数：4

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