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

Peter Shu-Wai Leung, Yan Teng, 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, Synlett, 2010, 1997-2001.

DOI: 10.1055/s-0030-1258130

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Abstract

In one-pot Wittig olefination reactions of aldehydes, an excess of rasta resin-PPh₃, a heterogeneous polystyrene-based phosphine, was used for the in situ generation of the phosphorane reactant and enabled the isolation of a high yield of very pure alkene product after only filtration and solvent removal. The excellent results obtained in this study are attributed to the flexible nature of the rasta resin structure.

see article for more examples

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Chromatography-Free Wittig Reactions Using a Bifunctional Polymeric Reagent

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

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Key Words

polymer-supported reagent, polystyrene, phosphine, phosphorane, Wittig reaction

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ID: J60-Y2010-2150