MECHANISTIC STUDIES OF ATOM TRANSFER ADDITION-REACTIONS OF IODOMALONONITRILES TO ALKENES - 1,2-ASYMMETRIC INDUCTION IN AN IODINE ATOM TRANSFER-REACTION

被引：30

作者：

CURRAN, DP

THOMA, G

机构：

[1] Department of Chemistry, University of Pittsburgh, Pittsburgh

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 44期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(91)80154-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unusual stereoselective iodine transfer to a benzylic radical helps to show that atom transfer additions of iodomalononitriles to alkenes occur by a radical mechanism.

引用

页码：6307 / 6310

页数：4

共 13 条

[1] AYRES RL, 1971, J AM CHEM SOC, V93, P1389
[2] CYCLIZATIONS OF UNSATURATED.CR(COX)2 RADICALS - MANGANESE(III) ACETATE OXIDATIVE CYCLIZATIONS OF UNSATURATED ACETOACETATES AND ATOM-TRANSFER CYCLIZATIONS OF UNSATURATED HALOACETOACETATES GIVE THE SAME RADICALS
CURRAN, DP
MORGAN, TM
SCHWARTZ, CE
SNIDER, BB
DOMBROSKI, MA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (17) : 6607 - 6617
[3] ATOM TRANSFER ADDITION, ANNULATION, AND MACROCYCLIZATION REACTIONS OF IODOMALONONITRILES
CURRAN, DP
SEONG, CM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) : 9401 - 9403
[4] ATOM TRANSFER ADDITION AND ANNULATION REACTIONS OF IODOMALONATES
CURRAN, DP
CHEN, MH
SPLETZER, E
SEONG, CM
CHANG, CT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (24) : 8872 - 8878
[5] 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
CHANG, CT
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) : 3140 - 3157
[6] CURRAN DP, UNPUB TETRAHEDRON
[7] GIESE B, 1991, SYNLETT, P412
[8] FREE-RADICAL CYCLIZATIONS - APPLICATION TO THE TOTAL SYNTHESIS OF DL-PLEUROTIN AND DL-DIHYDROPLEUROTIN ACID
HART, DJ
HUANG, HC
KRISHNAMURTHY, R
SCHWARTZ, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (19) : 7507 - 7519
[9] HART DJ, 1991, SYBNLETT, P425
[10] NEWCOMB M, 1988, ACCOUNTS CHEM RES, V21, P201

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