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Synfacts 2009(4): 0461-0461  
DOI: 10.1055/s-0028-1087855
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Dendritic Effect of Supported Proline-Based Catalysts for Aldol Reaction

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Maki Minakawa
K. Goren, T. Kehat, M. Portnoy*
Tel Aviv University, Israel
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Publication Date:
23 March 2009 (online)

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Significance

The dendritic effect of polystyrene-supported proline analogues as heterogeneous organocatalysts for asymmetric aldol reaction was described. Analogues of the G2-catalytic dendron were prepared and used for the aldol reaction of benzaldehyde (R = H, NO2) with acetone (27 equiv). The fully dendritic G2(Pro) gave the higher yield (94%) and enantioselectivity (84%).