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Chromatography-Free Wittig Reactions Using a Bifunctional Polymeric Reagent

Peter Shu-Wai Leung, Yan Teng and Patrick H. Toy*

*Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. of China, Email: phtoyhku.hk

P. S.-W. Leung, Y. Teng, P. H. Toy, Org. Lett., 2010, 12, 4996-4999.

DOI: 10.1021/ol1021614 (free Supporting Information)


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Abstract

Phosphine and amine functionalized polystyrene was used in one-pot Wittig reactions with an aldehyde and either an α-halo-ester, -ketone, or -amide. Due to the heterogeneous nature of the polymer, the desired alkene product of these reactions could be isolated in excellent yield in essentially pure form after only filtration and solvent removal.


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Rasta Resin-PPh3 and its Use in Chromatography-Free Wittig Reactions

P. S.-W. Leung, Y. Teng, P. H. Toy, Synlett, 2010, 1997-2001.


Key Words

α,β-unsaturated esters, Wittig reaction


ID: J54-Y2010-3170