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Synfacts 2007(5): 0549-0549  
DOI: 10.1055/s-2007-968482
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Bifunctional Polymeric Organocatalysts

Contributor(s): Yasuhiro Uozumi, Yohei Oe
C. K.-W. Kwong, R. Huang, M. Zhang, M. Shi*, P. H. Toy*
The University of Hong Kong and East China University of Science and Technology, Shanghai, P. R. of China
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

AIBN-mediated copolymerization of styrene, 4-substituted styrene, and 4-(diphen­ylphosphino)styrene gave the non-crosslinked soluble polystyrene-supported diphenylarylphosphines 1a-e (eq. 1). Similarly, polystyrene-supported 4-dialkylaminopyridines 2a-f were prepared (eq. 2). Intramolecular Morita-Baylis-Hillman (MBH) reaction of 3 was carried out in the presence of catalyst 1c to give the MBH product 4 in 84% yield (eq. 3). Intermolecular MBH reaction of aldehyde 5 with 2-cyclohexene-1-one (6) was catalyzed by 2c to give the MBH product 7 in 72% yield (eq. 4).