Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2006(4): 0392-0392
DOI: 10.1055/s-2006-932100
DOI: 10.1055/s-2006-932100
Bioorganic Chemistry and Organocatalysis
© Georg Thieme Verlag Stuttgart · New York
Axially Chiral Guanidine-Catalyzed Asymmetric Addition of Malonates to Nitroalkenes
M. Terada*, H. Ube, Y. Yaguchi
Tohoku University, Sendai, Japan
Further Information
Publication History
Publication Date:
24 March 2006 (online)
Significance
Axially chiral guanidine A has been developed as a remarkably active and enantioselective Brønsted base catalyst for the 1,4-addition reaction of 1,3-dicarbonyl compounds with a variety of aryl and alkyl nitroalkenes. Using this catalyst at 2-5 mol% loading, various types of optically active nitroalkane derivatives of synthetic and biological importance were obtained within 2-15 hours in very high yields and enantioselectivities.