The generation and trapping of organozinc carbenoids from orthoformates: a novel alkoxycyclopropanation reaction

被引：19

作者：

Fletcher, RJ ^{[1
]}

Motherwell, WB ^{[1
]}

Popkin, ME ^{[1
]}

机构：

[1] Univ London Univ Coll, Dept Chem, Christopher Ingold Labs, London WC1H 0AJ, England

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 20期

关键词：

D O I：

10.1039/a806208k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkoxycyclopropanes are readily prepared by reaction of an orthoformate with an alkene in the presence of Me3SiCl and zinc.

引用

页码：2191 / 2192

页数：2

共 17 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]

BANERJEE AK, 1986, J CHEM SOC CHEM COMM, P803

[3]

BARKER SA, 1952, ADV CARBOHYD CHEM, V7, P137

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

BROOKHART, M ;

STUDABAKER, WB .

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

[5]

HAHN RM, 1944, J AM CHEM SOC, V66, P1909

[6] SYNTHESIS OF (AMINOCARBENE)CHROMIUM(0) COMPLEXES BY THE REACTION OF NA2CR(CO)5 WITH AMIDES IN THE PRESENCE OF TRIMETHYLSILYL CHLORIDE [J].

IMWINKELRIED, R ;

HEGEDUS, LS .

ORGANOMETALLICS, 1988, 7 (03) :702-706

[7] INTRAMOLECULAR CYCLOPROPANATION REACTIONS OF ORGANOZINC CARBENOIDS DERIVED FROM TERPENOID ENALS [J].

MOTHERWELL, WB ;

ROBERTS, LR .

TETRAHEDRON LETTERS, 1995, 36 (07) :1121-1124

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

MOTHERWELL, WB .

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

[9] Observations on the generation of organozinc carbenoids from acetals and ketals [J].

Motherwell, WB ;

O'Mahony, DJR ;

Popkin, ME .

TETRAHEDRON LETTERS, 1998, 39 (29) :5285-5288

[10] KINETIC AND EQUILIBRIUM STUDIES OF CYCLIC KETAL FORMATION AND HYDROLYSIS [J].

NEWMAN, MS ;

HARPER, RJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (23) :6350-6355

← 1 2 →