Synthesis of planar chiral selenide derivatives of ferrocenyl-oxazoline and their application in enantioselective palladium catalyzed allylic substitution reaction

被引：62

作者：

You, SL ^{[1
]}

Hou, XL ^{[1
]}

Dai, LX ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 07期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/S0957-4166(00)00078-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of chiral selenide derivatives of ferrocenyl-oxazolines was synthesized and applied in a palladium catalyzed allylic reaction, with high enantioselectivity and moderate yield: the role of planar chirality in this reaction was also studied. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1495 / 1500

页数：6

共 28 条

[1] An efficient diastereoselective synthesis of chiral oxazolinylferrocene compounds [J].

Ahn, KH ;

Cho, CW ;

Baek, HH ;

Park, J ;

Lee, S .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (15) :4937-4943

[2] On the role of planar chirality in asymmetric catalysis:: A study toward appropriate ferrocene ligands for diethylzinc additions [J].

Bolm, C ;

Muñiz-Fernández, K ;

Seger, A ;

Raabe, G ;

Günther, K .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) :7860-7867

[3]

BRUNNER H, 1988, TOP STEREOCHEM, V18, P129

[4] ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES [J].

CONSIGLIO, G ;

WAYMOUTH, RM .

CHEMICAL REVIEWS, 1989, 89 (01) :257-276

[5] The application of ligands with planar chirality in asymmetric synthesis [J].

Dai, LX ;

Hou, XL ;

Deng, WP ;

You, SL ;

Zhou, VG .

PURE AND APPLIED CHEMISTRY, 1999, 71 (08) :1401-1405

[6] On the role of planar chirality:: a tunable enantioselectivity in palladium-catalyzed allylic alkylation with planar chiral 1,1′-P,N-ferrocene ligands [J].

Deng, WP ;

Hou, XL ;

Dai, LX ;

Yu, YH ;

Xia, W .

CHEMICAL COMMUNICATIONS, 2000, (04) :285-286

[7]

Du XD, 1998, CHINESE J CHEM, V16, P90

[8] SELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTION [J].

FROST, CG ;

HOWARTH, J ;

WILLIAMS, JMJ .

TETRAHEDRON-ASYMMETRY, 1992, 3 (09) :1089-1122

[9]

FUKUSAWA SI, 1995, TETRAHEDRON-ASYMMETR, V5, P1039

[10] Novel chiral ligands, diferrocenyl dichalcogenides and their derivatives, for rhodium- and iridium-catalyzed asymmetric hydrosilylation [J].

Nishibayashi, Y ;

Segawa, K ;

Singh, JD ;

Fukuzawa, S ;

Ohe, K ;

Uemura, S .

ORGANOMETALLICS, 1996, 15 (01) :370-379

← 1 2 3 →