Issue 24, 2006
From the journal:

Chemical Communications

Nickel-catalyzed indium(i)-mediated double addition of aldehydes to 1,3-dienes

Tsunehisa Hirashita,*a   Shinya Kambe,a   Hiromitsu Tsujia  and  Shuki Arakia  

* Corresponding authors

a Department of Materials Science and Engineering, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya, Japan
E-mail: hirasita@nitech.ac.jp
Fax: +81-52-735-5206
Tel: +81-52-735-5206

Abstract

In the presence of InI, Ni(acac)2 and PPh3, several 1,3-dienes were reacted with two molecules of aldehyde to give the corresponding 1,4- and 1,6-diols. The regioselectivity of the 1,4-/1,6-diol was efficiently regulated by the addition of water; the 1,6-diol was obtained selectively in dry THF, whereas the 1,4-diol was obtained predominantly in DMI containing a small amount of water.

Graphical abstract: Nickel-catalyzed indium(i)-mediated double addition of aldehydes to 1,3-dienes

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Article information

DOI
https://doi.org/10.1039/B603597C
Article type
Communication
Submitted
09 Mar 2006
Accepted
20 Apr 2006
First published
09 May 2006

Chem. Commun., 2006, 2595-2597

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Nickel-catalyzed indium(I)-mediated double addition of aldehydes to 1,3-dienes

T. Hirashita, S. Kambe, H. Tsuji and S. Araki, Chem. Commun., 2006, 2595 DOI: 10.1039/B603597C

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