Journal
TETRAHEDRON
Volume 67, Issue 24, Pages 4412-4416Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.03.030
Keywords
Asymmetric catalysis; Aldol reaction; Proline; tert-Butanesulfinamide; Organocatalysis
Categories
Funding
- National Science Foundation [CHE-1049571]
- Eli Lilly
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A new class of organocatalysts is reported that incorporates an N-sulfinyl amide in place of the carboxylic acid of praline to serve as a hydrogen bond donor, chiral directing group, and solubilizing element. The successful application of this type of catalyst to the asymmetric aldol reaction of acetone and aryl aldehydes, for which praline performs poorly, is also described. (C) 2011 Elsevier Ltd. All rights reserved.
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