Indium-mediated reaction of 1,3-dichloro- and 1,3-dibromopropenes with carbonyl compounds, generation of novel 3,2-diindiopropene

被引：22

作者：

Araki, S

Hirashita, T

Shimizu, H

Yamamura, H

Kawai, M

Butsugan, Y

机构：

[1] Department of Applied Chemistry, Nagoya Institute of Technology, Nagoya 466, Gokiso-cho, Showa-ku

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 46期

关键词：

D O I：

10.1016/0040-4039(96)01925-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indium-mediated reaction of 1,3-dichloropropene with aldehyde gave syn-chlorohydrin predominantly. A similar reaction of 1,3-dibromopropene gave vinyloxirane and homoallyl alcohol; the former is formed from gamma-bromoallylindium via the corresponding bromohydrin, and the latter is considered to be derived from a unique allylic diindium reagent, 3,3-diindiopropene. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：8417 / 8420

页数：4

共 6 条

[1] Regio- and stereoselective allylindation of allenols regulated by a hydroxyl-chelated bicyclic transition state
Araki, S
Usui, H
Kato, M
Butsugan, Y
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (19) : 4699 - 4700
[2] Reaction of alpha-halo organoindium reagents with carbonyl compounds and electron-deficient alkenes
Araki, S
Hirashita, T
Shimizu, K
Ikeda, T
Butsugan, Y
[J]. TETRAHEDRON, 1996, 52 (08) : 2803 - 2816
[3] INDIUM IN ORGANIC-SYNTHESIS - INDIUM-MEDIATED ALLYLATION OF CARBONYL-COMPOUNDS
ARAKI, S
ITO, H
BUTSUGAN, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) : 1831 - 1833
[4] Chen DL, 1996, TETRAHEDRON LETT, V37, P295
[5] ISAAC MB, 1995, TETRAHEDRON LETT, V36, P8957
[6] PREPARATION AND CRYSTAL-STRUCTURE DETERMINATION OF THE INDIUM METHYLENE COMPLEXES CL2INCH2INCL2.2TMEN AND CL(BR)INCH2INCL2.2TMEN (TMEN = "N,N,N',N'-TETRAMETHYLETHANEDIAMINE)
KHAN, MA
PEPPE, C
TUCK, DG
[J]. ORGANOMETALLICS, 1986, 5 (03) : 525 - 530

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