High γ-selectivity in the coupling of penta-2,4-dienyl- and pent-2-en-4-ynylindium reagents with aldehydes

被引：20

作者：

Hirashita, T ^{[1
]}

Inoue, S ^{[1
]}

Yamamura, H ^{[1
]}

Kawai, M ^{[1
]}

Araki, S ^{[1
]}

机构：

[1] Nagoya Inst Technol, Dept Appl Chem, Showa Ku, Nagoya, Aichi 466, Japan

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1997年 / 549卷 / 1-2期

关键词：

indium; regioselectivity; penta-2,4-dienyl system; pent-2-en-4-ynyl system; allylic alcohol;

D O I：

10.1016/S0022-328X(97)00513-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A variety of penta-2,3-dienyl- and pent-2-en-4-ynylindium reagents have been prepared in situ from the reaction of the corresponding allylic bromides with indium metal, and their reactions with carbonyl compounds have been examined. The reaction with aldehydes gives the corresponding homoallyl alcohols in high yields. The coupling occurs regioselectively at the gamma-position of these indium reagents. No alpha- and epsilon-coupling products are formed. (C) 1997 Elsevier Science S.A.

引用

页码：305 / 309

页数：5

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