Synfacts 2007(4): 0439-0439  
DOI: 10.1055/s-2007-968297
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

One-Pot Sequential Reaction using Resin-Supported Acid and Base Catalysts

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
K. Akagawa, S. Sakamoto, K. Kudo*
The University of Tokyo, Japan
Further Information

Publication History

Publication Date:
23 March 2007 (online)

Significance

A one-pot sequential reaction including enantioselective aldol condensation with resin-supported catalysts was demonstrated. Thus, amberlite IR-120-catalyzed deprotection of 2-nitrobenzaldehyde dimethyl acetal followed by tripeptide 1-catalyzed aldol reaction with acetone gave the aldol product in 89% yield with 73% ee. The resin-supported catalysts were reused six times without any loss of catalytic activity and enantioselectivity (see table in scheme).