Efficient perfacial derivatization of cyclodextrins at the primary face

被引:43
作者
Gorin, BI
Riopelle, RJ
Thatcher, GRJ
机构
[1] QUEENS UNIV, DEPT CHEM, KINGSTON, ON K7L 3N6, CANADA
[2] QUEENS UNIV, DEPT MED NEUROL, KINGSTON, ON K7L 3N6, CANADA
基金
加拿大自然科学与工程研究理事会; 英国医学研究理事会;
关键词
D O I
10.1016/0040-4039(96)00916-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of thirteen cyclodextrin (CD) derivatives via the per-6-bromo-6-deoxy-CD is reported in order to demonstrate the efficiency and ease of perfacial functionalization of alpha, beta and gamma CD employing a Vilsmeier-Haack reagent. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:4647 / 4650
页数:4
相关论文
共 7 条
[1]   Amino acid derivatives of beta-cyclodextrin [J].
Ashton, PR ;
Koniger, R ;
Stoddart, JF ;
Alker, D ;
Harding, VD .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) :903-908
[2]   IMPROVED PREPARATION OF HEXAKIS(6-DEOXY)CYCLOMALTOHEXAOSE AND HEPTAKIS(6-DEOXY)CYCLOMALTOHEPTAOSE [J].
BAER, HH ;
BERENGUEL, AV ;
SHU, YY ;
DEFAYE, J ;
GADELLE, A ;
GONZALEZ, FS .
CARBOHYDRATE RESEARCH, 1992, 228 (01) :307-314
[3]   SELECTIVE HALOGENATION AT PRIMARY POSITIONS OF CYCLOMALTOOLIGOSACCHARIDES AND A SYNTHESIS OF PER-3,6-ANHYDRO CYCLOMALTOOLIGOSACCHARIDES [J].
GADELLE, A ;
DEFAYE, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (01) :78-80
[4]   THE SYNTHESIS OF FUNCTIONALIZED CYCLODEXTRINS AS SCAFFOLDS AND TEMPLATES FOR MOLECULAR DIVERSITY, CATALYSIS, AND INCLUSION PHENOMENA [J].
HANESSIAN, S ;
BENALIL, A ;
LAFERRIERE, C .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (15) :4786-4797
[5]   FACTORS IN FORMATION OF ISOMERICALLY AND OPTICALLY PURE ALKYL-HALIDES .11. VILSMEIER REAGENTS FOR REPLACEMENT OF A HYDROXY-GROUP BY CHLORINE OR BROMINE [J].
HEPBURN, DR ;
HUDSON, HR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (07) :754-757
[6]  
SZETLI J, 1982, CYCLODEXTRINS THEIR
[7]  
WENZ G, 1994, ANGEW CHEM INT EDIT, V33, P803, DOI 10.1002/anie.199408031