RECENT DEVELOPMENTS IN STEREOCHEMISTRY OF CYCLOPROPANE RING OPENING

被引：101

作者：

SAREL, S

YOVELL, J

SARELIMB.M

机构：

[1] Department of Pharmaceutical Chemistry, The Hebrew University of Jerusalem, Jerusalem

[2] Laboratory of Organic and Biological Chemistry, Hebrew University of Jerusalem, Jerusalem

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 1968年 / 7卷 / 08期

关键词：

Cyclopropane ring opening; Ring opening; Stereochemistry;

D O I：

10.1002/anie.196805771

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This review article deals with the stereochemistry of the following ring opening reactions: 1. Homoallylic rearrangement of secondary and tertiary cyclopropyl alcohols in the presence of electrophilic reagents, 2. The addition of carboxylic acids to vinylcyclopropanes, 3. The thermal rearrangement of vinylcyclopropanes into cyclopentenes. An account is also given of the NMR spectroscopic determination of the conformations of substituted vinylcyclopropanes. Copyright © 1968 by Verlag Chemie, GmbH, Germany

引用

页码：577 / &

共 133 条

[1] BARTELL LS, 1965, J CHEM PHYS, V43, P647, DOI 10.1063/1.1696787
[2] BARTELL LS, 1964, TETRAHEDRON LETT, P705
[3] CONFORMATIONS OF BICYCLOPROPYL AND BICYCLOBUTYL BY ELECTRON DIFFRACTION
BASTIANSEN, O
DEMEIJER.A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1966, 5 (01) : 124 - +
[4] BASTIANSEN O, 1966, ANGEW CHEM, V78, P142
[5] SELECTIVE REDUCTIONS .11. REACTION OF SODIUM BOROHYDRIDE WITH ALKYL HALIDES UNDER SOLVOLYTIC CONDITIONS . BOROHYDRIDE AS A CONVENIENT TRAP FOR CARBONIUM IONS
BELL, HM
BROWN, HC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (07) : 1473 - &
[6] BERLIN AJ, 1965, CHEM IND-LONDON, P509
[7] BESINET P, 1960, B SOC CHIM FR, P1377
[8] BRESLOW R, 1963, MOL REARRANGE, V1, pCH4
[9] BREUER E, 1967, TETRAHEDRON LETT, P1849
[10] BREUER E, 1966, ISRAEL J CHEM, V4, pP16

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