A PRACTICAL CYCLOPROPANATION METHOD USING DIRECT GENERATION OF ORGANOZINC CARBENOIDS FROM CARBONYL-COMPOUNDS

被引：27

作者：

MOTHERWELL, WB

ROBERTS, LR

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 21期

关键词：

D O I：

10.1039/c39920001582

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A variety of readily available aryl and alpha,beta-unsaturated carbonyl compounds, on treatment with zinc and 1,2-bis(chlorodimethylsilyl)ethane, afford organozinc carbenoids which may be trapped with alkenes to give cyclopropanes.

引用

页码：1582 / 1583

页数：2

共 11 条

[1] AN IMPROVED METHOD FOR THE GENERATION OF ORGANOZINC CARBENOIDS AND ITS APPLICATION IN DICARBONYL COUPLING REACTIONS [J].

AFONSO, CAM ;

MOTHERWELL, WB ;

OSHEA, DM ;

ROBERTS, LR .

TETRAHEDRON LETTERS, 1992, 33 (27) :3899-3902

[2] OBSERVATIONS ON THE REDUCTIVE DEOXYGENATION OF ARYL AND ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS WITH CHLOROTRIMETHYLSILANE AND ZINC [J].

BANERJEE, AK ;

DECARRASCO, MCS ;

FRYDRYCHHOUGE, CSV ;

MOTHERWELL, WB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (24) :1803-1805

[3] CYCLOPROPANES FROM REACTIONS OF TRANSITION-METAL CARBENE COMPLEXES WITH OLEFINS [J].

BROOKHART, M ;

STUDABAKER, WB .

CHEMICAL REVIEWS, 1987, 87 (02) :411-432

[4]

BURDEN J, 1986, J CHEM SOC CHEM COMM, P86

[5]

DAVIES HML, 1991, COMPREHENSIVE ORGANI, V4, P1031

[6] ZINC REDUCTIONS IN PRESENCE OF ACIDS .2. CYCLOPROPANE FORMATION DURING REDUCTION OF AROMATIC-ALDEHYDES BY ZINC IN PRESENCE OF BORON-TRIFLUORIDE AND OLEFINS [J].

ELPHIMOFFFELKIN, I ;

SARDA, P .

TETRAHEDRON, 1975, 31 (22) :2785-2789

[7] DIRECT DEOXYGENATION OF ALICYCLIC KETONES - NEW OLEFIN SYNTHESIS [J].

MOTHERWELL, WB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (24) :935-936

[8]

Simmons H. E., 1973, ORG REACTIONS, V20, P1, DOI DOI 10.1002/0471264180.OR020.01

[9]

TROST BM, 1991, COMPREHENSIVE ORGANI, V4, P951

[10] A NEW REACTION FOR THE SYNTHESIS OF CARBENE PRECURSORS FROM ALDEHYDES AND CP(CO)2FE(-)M(+) (M = NA, K) [J].

VARGAS, RM ;

THEYS, RD ;

HOSSAIN, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (02) :777-778

← 1 2 →