First example of chiral N-heterocyclic carbenes as catalysts for kinetic resolution

被引：133

作者：

Suzuki, Y ^{[1
]}

Yamauchi, K ^{[1
]}

Muramatsu, K ^{[1
]}

Sato, M ^{[1
]}

机构：

[1] Univ Shizuoka, Sch Pharmaceut Sci, Shizuoka 4228526, Japan

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 23期

关键词：

D O I：

10.1039/b411855c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral N-heterocyclic carbenes, which are derived from C-2-symmetric 1,3-bis(1-arylethyl) imidazolium salts, catalyze enantioselective acylation of racemic secondary alcohols.

引用

页码：2770 / 2771

页数：2

共 26 条

[1] Imidazolylidenes, imidazolinylidenes and imidazolidines
Arduengo, AJ
Krafczyk, R
Schmutzler, R
Craig, HA
Goerlich, JR
Marshall, WJ
Unverzagt, M
[J]. TETRAHEDRON, 1999, 55 (51) : 14523 - 14534
[2] ON THE MECHANISM OF THIAMINE ACTION .4. EVIDENCE FROM STUDIES ON MODEL SYSTEMS
BRESLOW, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (14) : 3719 - 3726
[3] Catalysis of benzoin condensation by conformationally-restricted chiral bicyclic thiazolium salts
Dvorak, CA
Rawal, VH
[J]. TETRAHEDRON LETTERS, 1998, 39 (19) : 2925 - 2928
[4] Nucleophilic carbenes in asymmetric organocatalysis
Enders, D
Balensiefer, T
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (08) : 534 - 541
[5] Enders D, 2002, ANGEW CHEM INT EDIT, V41, P1743, DOI 10.1002/1521-3773(20020517)41:10<1743::AID-ANIE1743>3.0.CO
[6] 2-Q
[7] The first asymmetric intramolecular Stetter reaction
Enders, D
Breuer, K
Runsink, J
Teles, JH
[J]. HELVETICA CHIMICA ACTA, 1996, 79 (07) : 1899 - 1902
[8] A novel asymmetric benzoin reaction catalyzed by a chiral triazolium salt - Preliminary Communication
Enders, D
Breuer, K
Teles, JH
[J]. HELVETICA CHIMICA ACTA, 1996, 79 (04) : 1217 - 1221
[9] Efficient transesterification/acylation reactions mediated by N-heterocyclic carbene catalysts
Grasa, GA
Güveli, T
Singh, R
Nolan, SP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (07) : 2812 - 2819
[10] N-heterocyclic carbenes as versatile nucleophilic catalysts for transesterification/acylation reactions
Grasa, GA
Kissling, RM
Nolan, SP
[J]. ORGANIC LETTERS, 2002, 4 (21) : 3583 - 3586

← 1 2 3 →