ADDITIONAL FLEXIBILITY SOLVES THE LEAVING GROUP-PROBLEM IN CYCLODEXTRIN ACYLATION

被引：17

作者：

BRESLOW, R

CHUNG, S

机构：

[1] Department of Chemistry, Columbia University New York

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(00)94586-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rate of acylation of β-cyclodextrin by substituted phenyl esters of adamantanepropiolic acid shows a normal dependance on the basicity of the leaving group. This shows that the abnormal behavior in acylation by ferroceneacrylate esters can be solved with additional flexibility, which allows the geometry to change in response to the demands of the reaction path. © 1990.

引用

页码：631 / 634

页数：4

共 5 条

[1] OPTIMIZATION OF METALLOCENE SUBSTRATES FOR BETA-CYCLODEXTRIN REACTIONS
BRESLOW, R
TRAINOR, G
UENO, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (09) : 2739 - 2744
[2] IMPROVED ACYLATION RATES WITHIN CYCLODEXTRIN COMPLEXES FROM FLEXIBLE CAPPING OF THE CYCLODEXTRIN AND FROM ADJUSTMENT OF THE SUBSTRATE GEOMETRY
BRESLOW, R
CZARNIECKI, MF
EMERT, J
HAMAGUCHI, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (02) : 762 - 770
[3] DOCKING CALCULATIONS ON FERROCENE COMPLEXATION WITH CYCLODEXTRINS
MENGER, FM
SHERROD, MJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (26) : 8606 - 8611
[4] ORIGIN OF RATE ACCELERATIONS IN AN ENZYME MODEL - THE PARA-NITROPHENYL ESTER SYNDROME
MENGER, FM
LADIKA, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (10) : 3145 - 3146
[5] MOLECULAR MODELING CALCULATIONS ON THE ACYLATION OF BETA-CYCLODEXTRIN BY FERROCENYLACRYLATE ESTERS
THIEM, HJ
BRANDL, M
BRESLOW, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (26) : 8612 - 8616

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