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Synfacts 2011(11): 1257-1257  
DOI: 10.1055/s-0031-1289243
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

A Recyclable Polystyrene-Supported Gold(I) Catalyst

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
W. Cao, B. Yu*
Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
19 October 2011 (online)

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Significance

Polystyrene-supported gold(I) complex 3 was designed, prepared, and found to promote the gold(I)-catalyzed reaction with comparable activity to its monomeric counterpart. Thus, enynyl acetate 4 underwent tandem 3,3-rearrangement and Nazarov-type reaction in the presence of polystyrene-supported gold(I) complex 3 (6 mol% Au) to give cyclopentenone 5 in 94% yield within 30 minutes. After 14 reuses, catalyst 3 was still effective to promote the reaction to completion, although the reaction rate decreased gradually.