Synthesis of optically active polymers with chiral units attached to rigid backbones and their application for asymmetric catalysis

被引：30

作者：

Hu, QS ^{[1
]}

Sun, CD ^{[1
]}

Monaghan, CE ^{[1
]}

机构：

[1] CUNY Coll Staten Isl, Dept Chem, Staten Isl, NY 10314 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(01)01689-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active ephedrine-bearing poly(phenylene)s have been synthesized by using the Suzuki coupling polymerization. Their application as polymeric chiral catalysts for asymmetric addition of diethylzinc to aldehydes has been studied and good enantioselectivity was observed. The strategy to synthesize these optically active polymers is potentially useful in the design and synthesis of other polymeric chiral catalysts for asymmetric catalysis. (C), 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：7725 / 7728

页数：4

共 22 条

[1] Synthesis of catalytically active polymers by means of ROMP:: An effective approach toward polymeric homogeneously soluble catalysts [J].

Bolm, C ;

Dinter, CL ;

Seger, A ;

Höcker, H ;

Brozio, J .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (16) :5730-5731

[2] ASYMMETRIC CATALYTIC REDUCTION WITH TRANSITION-METAL COMPLEXES .2. ASYMMETRIC CATALYSIS BY A SUPPORTED CHIRAL RHODIUM COMPLEX [J].

DUMONT, W ;

POULIN, J ;

DANG, T ;

KAGAN, HB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (25) :8295-8299

[3] Highly effective soluble polymer-supported catalysts for asymmetric hydrogenation [J].

Fan, QH ;

Ren, CY ;

Yeung, CH ;

Hu, WH ;

Chan, ASC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (32) :7407-7408

[4] One pot biaryl synthesis via in situ boronate formation [J].

Giroux, A ;

Han, YX ;

Prasit, P .

TETRAHEDRON LETTERS, 1997, 38 (22) :3841-3844

[5] Functionalized major-groove and minor-groove chiral polybinaphthyls: Application in the asymmetric reaction of aldehydes with diethylzinc [J].

Hu, QS ;

Huang, WS ;

Vitharana, D ;

Zheng, XF ;

Pu, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (51) :12454-12464

[6] A new approach to highly enantioselective polymeric chiral catalysts [J].

Hu, QS ;

Huang, WS ;

Pu, L .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (09) :2798-2799

[7]

ITSUNO S, 1996, POLYM MAT ENCY SYNTH, V10, P8078

[8]

ITUNO S, 1987, J ORG CHEM, V52, P4142

[9] ENANTIOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO CARBONYL-COMPOUNDS - CHIRALITY TRANSFER, MULTIPLICATION, AND AMPLIFICATION [J].

NOYORI, R ;

KITAMURA, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (01) :49-69

[10]

Pu L, 1999, CHEM-EUR J, V5, P2227, DOI 10.1002/(SICI)1521-3765(19990802)5:8<2227::AID-CHEM2227>3.3.CO

← 1 2 3 →