Immobilization of asymmetric multifunctional catalysts on an insoluble polymer

被引：76

作者：

Matsunaga, S ^{[1
]}

Ohshima, T ^{[1
]}

Shibasaki, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 44期

基金：

日本学术振兴会;

关键词：

asymmetric catalyst; asymmetric synthesis; solid-phase synthesis; Michael reaction; linked-BINOL;

D O I：

10.1016/S0040-4039(00)01486-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polymer-supported linked-BINOL was synthesized to immobilize asymmetric catalysts with two BINOL units. The advantage of the polymer-supported linked-BINOL over randomly polymer-supported BINOL was confirmed by asymmetric Michael reaction. A novel polymer-supported La-Zn-linked-BINOL complex afforded the Michael adduct in good yield and moderate ee. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8473 / 8478

页数：6

共 19 条

[1] Polymer-supported chiral Co(salen) complexes: Synthetic applications and mechanistic investigations in the hydrolytic kinetic resolution of terminal epoxides
Annis, DA
Jacobsen, EN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (17) : 4147 - 4154
[2] Preparation and use of a polymer supported BINAP hydrogenation catalyst
Bayston, DJ
Fraser, JL
Ashton, MR
Baxter, AD
Polywka, MEC
Moses, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (09) : 3137 - 3140
[3] Palladium diaqua and hydroxo complexes with polymer-supported BINAP ligands and their use for catalytic enantioselective reactions
Fujii, A
Sodeoka, M
[J]. TETRAHEDRON LETTERS, 1999, 40 (45) : 8011 - 8014
[4] Heckel A, 2000, ANGEW CHEM INT EDIT, V39, P163, DOI 10.1002/(SICI)1521-3773(20000103)39:1<163::AID-ANIE163>3.0.CO
[5] 2-J
[6] Development of highly enantioselective polymeric catalysts using rigid and sterically regular chiral polybinaphthols
Huang, WS
Hu, QS
Zheng, XF
Anderson, J
Pu, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (18) : 4313 - 4314
[7] Hetero-dinuclear metal complexes for RNA hydrolysis
Kamitani, J
Kawahara, R
Yashiro, M
Komiyama, M
[J]. CHEMISTRY LETTERS, 1998, (10) : 1047 - 1048
[8] Stable, storable, and reusable asymmetric catalyst: A novel La-linked-BINOL complex for the catalytic asymmetric Michael reaction
Kim, YS
Matsunaga, S
Das, J
Sekine, A
Ohshima, T
Shibasaki, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (27) : 6506 - 6507
[9] Chiral catalyst optimization using both solid-phase and liquid-phase methods in asymmetric aza Diels-Alder reactions
Kobayashi, S
Kusakabe, K
Ishitani, H
[J]. ORGANIC LETTERS, 2000, 2 (09) : 1225 - 1227
[10] Catalytic enantioselective meso-epoxide ring opening reaction with phenolic oxygen nucleophile promoted by gallium heterobimetallic multifunctional complexes
Matsunaga, S
Das, J
Roels, J
Vogl, EM
Yamamoto, N
Iida, T
Yamaguchi, K
Shibasaki, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (10) : 2252 - 2260

← 1 2 →