PYRROLIDINES AND ALLYLIC AMINES FROM RADICAL-INDUCED CLEAVAGE OF AZIRIDINES

被引：38

作者：

DICKINSON, JM ^{[1
]}

MURPHY, JA ^{[1
]}

机构：

[1] UNIV NOTTINGHAM,DEPT CHEM,UNIV PK,NOTTINGHAM NG7 2RD,ENGLAND

来源：

TETRAHEDRON | 1992年 / 48卷 / 07期

关键词：

D O I：

10.1016/S0040-4020(01)90793-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cleavage of alpha-aziridinylalkyl radicals has been observed; the resulting aminyl radicals react with tributylin hybride to form amines or cyclise onto appropriately sited alkenes to give pyrrolidines.

引用

页码：1317 / 1326

页数：10

共 24 条

[1] REDUCTIVE RING-OPENING OF N-ACYLAZIRIDINES - DIFFERENT OUTCOMES OF CHEMICAL AND ELECTROCHEMICAL REACTIONS
ARCHIERJAY, D
BESBES, N
LAURENT, A
LAURENT, E
STAMM, H
TARDIVEL, R
[J]. TETRAHEDRON LETTERS, 1989, 30 (17) : 2271 - 2272
[2] AZIRIDINATION OF ALKENES BY 3-AMINO-2-ETHYLQUINAZOLIN-3H-4-ONE AND LEAD TETRA-ACETATE-TRIFLUOROACETIC ACID
ATKINSON, RS
DARRAH, CM
KELLY, BJ
[J]. TETRAHEDRON LETTERS, 1987, 28 (15) : 1711 - 1712
[3] AZIRIDINATION OF CYCLOHEX-2-EN-1-OL AND GERANIOL - COMPARISON WITH EPOXIDATION
ATKINSON, RS
KELLY, BJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (09) : 624 - 625
[4] ATKINSON RS, 1989, J CHEM SOC CHEM COMM, P563
[5] RADICAL-INDUCED RING-OPENING OF EPOXIDES - A CONVENIENT ALTERNATIVE TO THE WHARTON REARRANGEMENT
BARTON, DHR
MOTHERWELL, RSH
MOTHERWELL, WB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (08): : 2363 - 2367
[6] Beckwith A. L. J., 1980, REARRANGEMENTS GROUN, VI, P161
[7] SYNTHETIC ORGANIC PHOTOCHEMISTRY - MACROLIDES FROM PHOTOLYSIS OF BETA-GAMMA-EPOXY-KETONES
CARLSON, RG
HARMANAS.J
HENTON, DE
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (06) : 223 - 224
[8] SYNTHETIC APPLICATIONS OF RADICAL RING-OPENING - USE OF CYCLOPROPYLMETHYL RADICALS
CLIVE, DLJ
DAIGNEAULT, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (06) : 332 - 335
[9] REGIOSPECIFIC RADICAL-INDUCED CLEAVAGE OF AZIRIDINES - SYNTHESES OF ALLYLIC AMINES AND PYRROLIDINES
DICKINSON, JM
MURPHY, JA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (05) : 434 - 436
[10] VINYLCYCLOPENTENE SYNTHESIS VIA PHENYLTHIO RADICAL CATALYZED ADDITION OF ELECTRON DEFICIENT ALKYNES TO SUBSTITUTED VINYLCYCLOPROPANES
FELDMAN, KS
RUCKLE, RE
ROMANELLI, AL
[J]. TETRAHEDRON LETTERS, 1989, 30 (43) : 5845 - 5848

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