Catalytic asymmetric cyclopropanation of electron deficient alkenes mediated by chiral sulfides

被引：49

作者：

Aggarwal, VK ^{[1
]}

Smith, HW ^{[1
]}

Jones, RVH ^{[1
]}

Fieldhouse, R ^{[1
]}

机构：

[1] ZENECA PROC TECHNOL DEPT,GRANGEMOUTH,STIRLING,SCOTLAND

来源：

CHEMICAL COMMUNICATIONS | 1997年 / 18期

关键词：

D O I：

10.1039/a704214k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic asymmetric cylopropanation of enones has been achieved using diazo compounds, catalytic quantities of a metal catalyst and a camphor-derived thioacetal; this sulfide shows exceptionally high levels of enantioselectivity.

引用

页码：1785 / 1786

页数：2

共 23 条

[1] A novel catalytic cycle for the synthesis of epoxides using sulfur ylides [J].

Aggarwal, VK ;

AbdelRahman, H ;

Fan, L ;

Jones, RVH ;

Standen, MCH .

CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (08) :1024-1030

[2] Direct asymmetric epoxidation of aldehydes using catalytic amounts of enatiomerically pure sulfides [J].

Aggarwal, VK ;

Ford, JG ;

Thompson, A ;

Jones, RVH ;

Standen, MCH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (29) :7004-7005

[3] Novel catalytic and asymmetric process for aziridination mediated by sulfur ylides [J].

Aggarwal, VK ;

Thompson, A ;

Jones, RVH ;

Standen, MCH .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (24) :8368-8369

[4] PHOTOLYSIS OF PHENYLDIAZOMETHANES AND DIPHENYLDIAZOMETHANES IN ALKYL AND ALLYLIC SULFIDES [J].

ANDO, W ;

YAMADA, M ;

MIGITA, T ;

MATSUZAK.E .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (24) :3791-&

[5]

[Anonymous], COMPREHENSIVE ORGANI

[6]

Block E., 1981, CHEM SULPHONIUM GR 2, P673

[7] IMPROVED PROCEDURE FOR THE SYNTHESIS OF ENANTIOMERICALLY ENRICHED CYCLOPROPYLMETHANOL DERIVATIVES [J].

CHARETTE, AB ;

PRESCOTT, S ;

BROCHU, C .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) :1081-1083

[8] DESIGN OF AMPHOTERIC BIFUNCTIONAL LIGANDS - APPLICATION TO THE ENANTIOSELECTIVE SIMMONS-SMITH CYCLOPROPANATION OF ALLYLIC ALCOHOLS [J].

CHARETTE, AB ;

JUTEAU, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) :2651-2652

[9] ALPHA-HYDROXY ESTERS AS CHIRAL AUXILIARIES IN ASYMMETRIC CYCLOPROPANATIONS BY RHODIUM(II)-STABILIZED VINYLCARBENOIDS [J].

DAVIES, HML ;

HUBY, NJS ;

CANTRELL, WR ;

OLIVE, JL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9468-9479

[10] BIS(OXAZOLINES) AS CHIRAL LIGANDS IN METAL-CATALYZED ASYMMETRIC REACTIONS - CATALYTIC, ASYMMETRIC CYCLOPROPANATION OF OLEFINS [J].

EVANS, DA ;

WOERPEL, KA ;

HINMAN, MM ;

FAUL, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) :726-728

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