Chemoselective allylation of aldehydes using cerium(III) chloride: simple synthesis of homoallylic alcohols

Yadav, J. S. ; Reddy, B. V. S. ; Kondaji, G. ; Shyam Sunder Reddy, J. (2005) Chemoselective allylation of aldehydes using cerium(III) chloride: simple synthesis of homoallylic alcohols Tetrahedron, 61 (4). pp. 879-882. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2004.11.029

Abstract

Aldehydes undergo smooth nucleophilic addition with allyltributylstannane in the presence of CeCl3·7H2O in acetonitrile under extremely mild reaction conditions to afford the corresponding homoallylic alcohols in excellent yields with high chemoselectivity. This method is very useful especially for the allylation of aldehydes bearing acid sensitive functionalities such as TBDMS, THP ethers, acetonides, aryl alkyl ethers and carbamates.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Cerium Reagents; Aldehydes; Allyltin; Homoallylic Alcohols
ID Code:60425
Deposited On:09 Sep 2011 03:53
Last Modified:09 Sep 2011 03:53

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