THE SYNTHESIS OF FUNCTIONALIZED CYCLODEXTRINS AS SCAFFOLDS AND TEMPLATES FOR MOLECULAR DIVERSITY, CATALYSIS, AND INCLUSION PHENOMENA

被引:88
作者
HANESSIAN, S
BENALIL, A
LAFERRIERE, C
机构
[1] Department of Chemistry, Université de Montréal, Montréal, P. Q. H3C 3J7, P.O. Box 6128, Station Centre-ville
关键词
D O I
10.1021/jo00120a023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-, beta- and gamma-cyclodextrins were chemically modified to selectively introduce functionality on the primary and secondary faces. Azido and substituted alkenyl groups were selectively introduced on the primary hydroxy groups to give monosubstituted derivatives. The secondary C-2 hydroxy group was selectively functionalized with allyl, 1-hexenyl, carboxymethyl, and omega-azidoalkyl groups (n: 3, 4, 5) as ethers. The chemically modified cyclodextrins are versatile molecules for use as scaffolds and templates in conjunction with chemical diversity, catalysis, and inclusion phenomena.
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页码:4786 / 4797
页数:12
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