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Synfacts 2006(1): 0086-0086  
DOI: 10.1055/s-2005-921705
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Multiarm Star Polymer-Supported Acid and Base Catalyst

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Takayasu Arakawa
B. Helms, S. J. Guillaudeu, Y. Xie, M. McMurdo, C. J. Hawker*, J. M. J. Fréchet*
Universities of California at Santa Barbara and at Berkeley, USA
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Publication History

Publication Date:
16 December 2005 (online)

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Significance

A one-pot reaction cascade performed with two different star polymers, each containing a different catalytic group confined in its core, was demonstrated. Star polymers containing p-toluenesulfonic acid 3 and an amine moiety 6 were prepared by free-radical polymerization of styrene/DVB/1/2 and styrene/DVB/4/5, respectively. These star polymers were applied to a one-pot reaction cascade of 7 with 8 (3-catalyzed deprotection of a dimethyl acetal group and 6-catalyzed Baylis-Hillman reaction) to give 9 in 65% yield with the formation of 10 in 34% yield.