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Synfacts 2007(12): 1320-1320
DOI: 10.1055/s-2007-991383
DOI: 10.1055/s-2007-991383
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Heterogeneous Catalytic Asymmetric Direct Aldol Reaction in Water
M. Gruttadauria*, F. Giacalone, A. M. Marculescu, P. Lo Meo, S. Riela, R. Noto
Università di Palermo, Italy
Further Information
Publication History
Publication Date:
22 November 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200712/lookinside/thumbnails/10.1055-s-2007-991383-1.jpg)
Significance
Polystyrene resin-supported l-proline 1 was used as a catalyst for the direct aldol reaction of aromatic aldehydes 2 and unmodified ketones 3 in water. Thus, the reaction of 2 with 3 (5 equiv) was carried out with 1 (10 mol%) to give the corresponding aldol products 4 and 5 in 25-97% yield (4/5 = 68:32 to >99:1) with 50-98% ee (4) (21 examples). Catalyst 1 was reused four times without any significant loss of catalytic activity. Screening of solvents showed that the reaction proceeded efficiently only in water.