Issue 15, 2005
From the journal:

Chemical Communications

Synthesis of 4-substituted homoallylic alcoholsvia a one-pot tandem Lewis-acid catalyzed crotylboration-[3,3]-sigmatropic rearrangement

P. Veeraraghavan Ramachandran,*a   Debarshi Pratihara  and  Debanjan Biswasa  

* Corresponding authors

a Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, USA
E-mail: chandran@purdue.edu

Abstract

Crotylboration of aldehydes with E- or Z-crotylboronates in the presence of catalytic amounts of indium triflate provides the corresponding 4-substituted homoallylic alcohols.

Graphical abstract: Synthesis of 4-substituted homoallylic alcohols via a one-pot tandem Lewis-acid catalyzed crotylboration-[3,3]-sigmatropic rearrangement

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Article information

DOI
https://doi.org/10.1039/B418996E
Article type
Communication
Submitted
20 Dec 2004
Accepted
03 Feb 2005
First published
18 Feb 2005

Chem. Commun., 2005, 1988-1989

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Synthesis of 4-substituted homoallylic alcohols via a one-pot tandem Lewis-acid catalyzed crotylboration-[3,3]-sigmatropic rearrangement

P. V. Ramachandran, D. Pratihar and D. Biswas, Chem. Commun., 2005, 1988 DOI: 10.1039/B418996E

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