Additions of electrophilic radicals to electron rich alkenes by the atom transfer method. Surmounting potentially reversible radical atom transfer reactions by irreversible ionic reactions

被引：29

作者：

Curran, DP ^{[1
]}

Ko, SB ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 37期

关键词：

D O I：

10.1016/S0040-4039(98)01405-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conditions have been developed for the atom transfer radical addition reaction of bromoesters to enol ethers. The putative intermediate haloethers are allowed to ionize and the resulting cations are trapped by addition or elimination reactions. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6629 / 6632

页数：4

共 44 条

[11] RATE CONSTANTS FOR CHALCOGEN GROUP TRANSFERS IN BIMOLECULAR SUBSTITUTION-REACTIONS WITH PRIMARY ALKYL RADICALS
CURRAN, DP
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[14] EVIDENCE THAT PALLADIUM(0)-PROMOTED CYCLIZATIONS OF UNSATURATED ALPHA-IODOCARBONYLS OCCUR BY AN ATOM TRANSFER MECHANISM
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[15] IODINE ATOM TRANSFER ADDITION-REACTIONS WITH ALKYNES .2. ALPHA-IODOCARBONYLS
CURRAN, DP
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[16] RATE CONSTANTS FOR HALOGEN ATOM TRANSFER FROM REPRESENTATIVE ALPHA-HALOCARBONYL COMPOUNDS TO PRIMARY ALKYL RADICALS
CURRAN, DP
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KAPLAN, J
NEWCOMB, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) : 1826 - 1831
[17] EFFECTS OF TEMPERATURE ON ATOM TRANSFER CYCLIZATION REACTIONS OF ALLYLIC ALPHA-IODO ESTERS AND AMIDES
CURRAN, DP
TAMINE, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) : 2746 - 2750
[18] ATOM TRANSFER CYCLIZATION OF SIMPLE HEXENYL IODIDES - A CAUTION ON THE USE OF ALKENYL IODIDES AS PROBES FOR THE DETECTION OF SINGLE ELECTRON-TRANSFER PROCESSES
CURRAN, DP
KIM, D
[J]. TETRAHEDRON LETTERS, 1986, 27 (48) : 5821 - 5824
[19] MECHANISTIC STUDIES OF ATOM TRANSFER ADDITION-REACTIONS OF IODOMALONONITRILES TO ALKENES - 1,2-ASYMMETRIC INDUCTION IN AN IODINE ATOM TRANSFER-REACTION
CURRAN, DP
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[J]. TETRAHEDRON LETTERS, 1991, 32 (44) : 6307 - 6310
[20] ATOM TRANSFER CYCLIZATION REACTIONS OF ALPHA-IODO ESTERS, KETONES, AND MALONATES - EXAMPLES OF SELECTIVE 5-EXO, 6-ENDO, 6-EXO, AND 7-ENDO RING CLOSURES
CURRAN, DP
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) : 3140 - 3157

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