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Facile preparation of two tetrols from permethylated alpha-cyclodextrin and unambiguous NMR analysis
Xiao, Sulong1,2; Zhou, Demin1; Yang, Ming1; Sinay, Pierre2; Sollogoub, Matthieu2; Zhang, Yongmin2
关键词Cyclodextrin Tetrol DIBAL-H De-O-methylation Regioselectivity
刊名TETRAHEDRON LETTERS
2011-10-12
DOI10.1016/j.tetlet.2011.07.137
52期:41页:5273-5276
收录类别SCI ; IC
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]METHYLATED-BETA-CYCLODEXTRIN ; AQUEOUS-SOLUTION ; INCLUSION ; COMPLEXATION ; 3-HYDROXY ; ACCESS
英文摘要

An unprecedented straightforward approach wherein an excess of diisobutylaluminum hydride is able to strip off in reasonable yield (45%) and in a regioselective manner four methyl groups from permethylated a-cyclodextrin, to provide a symmetric tetrol (2) in one chemical step from a commercially available material is described. An asymmetric tetrol (3) was also isolated from the reaction as a minor product (19%). Both compounds are unambiguously characterized by (1)H NMR, (13)C NMR, COSY, HSQC and HRMS. (C) 2011 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000295499700017
资助机构French CNRS ; National Natural Science Foundation of China ; China Scholarship Council
引用统计
被引频次:4[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/59611
专题北京大学药学院
北京大学药学院_药学院
作者单位1.Peking Univ, Hlth Sci Ctr, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.CNRS, UMR 7201, Inst Parisien Chim Mol, UPMC Paris 6, F-75005 Paris, France
推荐引用方式
GB/T 7714
Xiao, Sulong,Zhou, Demin,Yang, Ming,et al. Facile preparation of two tetrols from permethylated alpha-cyclodextrin and unambiguous NMR analysis[J]. TETRAHEDRON LETTERS,2011,52(41):5273-5276.
APA Xiao, Sulong,Zhou, Demin,Yang, Ming,Sinay, Pierre,Sollogoub, Matthieu,&Zhang, Yongmin.(2011).Facile preparation of two tetrols from permethylated alpha-cyclodextrin and unambiguous NMR analysis.TETRAHEDRON LETTERS,52(41),5273-5276.
MLA Xiao, Sulong,et al."Facile preparation of two tetrols from permethylated alpha-cyclodextrin and unambiguous NMR analysis".TETRAHEDRON LETTERS 52.41(2011):5273-5276.
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