CYCLOPROPANE FORMATION AS EVIDENCE FOR A 3-HALO 1,4-ZWITTERION

被引：6

作者：

HALL, HK

PADIAS, AB

DEUTSCHMAN, A

WESTERMAN, IJ

机构：

[1] Department of Chermistry, university of Arizona, Tucson

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 12期

关键词：

D O I：

10.1021/jo01326a036

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Recent investigations of the synthesis of cyclobutane derivatives by reaction of electron-rich olefins with electron-poor olefins have focused on 1, 4-zwitterions as the key intermediates in these reactions.1 As additional evidence for them, we now report that 1, 4-zwitterions carrying a 3-halo substituent form cyclopropanes. © 1979, American Chemical Society. All rights reserved.

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页码：2038 / 2039

页数：2

相关论文

共 9 条

[1]

AMICE P, 1974, B SOC CHIM FR, V5, P1015

[2] Synthesis of bromoacetals [J].

Bedoukian, PZ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :651-652

[3] Ketene acetals. II. Bromoketene diethylacetal. Observations on the reactivity of bromo- and iodoethoxyacetal [J].

Beyerstedt, F ;

McElvain, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1937, 59 :2266-2268

[4] ENAMINE CHEMISTRY .7. CYCLOADDITION REACTIONS OF KETENE ACETALS O,N-ACETALS + N,N-ACETALS [J].

BRANNOCK, KC ;

THWEATT, JG ;

BURPITT, RD .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (04) :940-&

[5] DEHYDROCYANATION OF DINITRILES - PREPARATION OF 1-CYCLOBUTENECARBONITRILE BY DIRECT DEHYDROCYANATION OF 1,2-CYCLOBUTANEDICARBONITRILE [J].

GALE, DM ;

CHERKOFS.SC .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (03) :475-478

[6] REACTIONS OF ZWITTERIONS FROM TRISUBSTITUTED ELECTRON-DEFICIENT ETHYLENES AND ELECTRON-RICH OLEFINS [J].

HALL, HK ;

YKMAN, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (04) :800-807

[7]

MADSEN P, 1968, ARK KEMI, V28, P395

[8] SYNTHETIC REACTIONS BY COMPLEX CATALYSTS .30. SYNTHESIS OF CYCLIC COMPOUNDS BY MEANS OF COPPER-ISONITRILE COMPLEX - COPPER(I) CARBENOID INTERMEDIATE [J].

SAEGUSA, T ;

YONEZAWA, K ;

MURASE, I ;

KONOIKE, T ;

TOMITA, S ;

ITO, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (13) :2319-2328

[9]

YABUKOVICH AY, 1958, J GEN CHEM USSR, V28, P2329