We thank the National Natural Science Foundation of China (No. 20732003) and the Ministry of Education (No. 20070610019) for financial support. We also thank Sichuan University Analytical & Testing Center for NMR analysis, and the State Key Laboratory of Biotherapy for HRMS analysis.
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Communication
Highly Enantioselective Direct Michael Addition of Nitroalkanes to Nitroolefins Catalyzed by La(OTf)3/N,N′-Dioxide Complexes†
Article first published online: 1 AUG 2008
DOI: 10.1002/anie.200802285
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 47, Issue 37, pages 7079–7081, September 1, 2008
Additional Information
How to Cite
Yang, X., Zhou, X., Lin, L., Chang, L., Liu, X. and Feng, X. (2008), Highly Enantioselective Direct Michael Addition of Nitroalkanes to Nitroolefins Catalyzed by La(OTf)3/N,N′-Dioxide Complexes. Angew. Chem. Int. Ed., 47: 7079–7081. doi: 10.1002/anie.200802285
- †
Publication History
- Issue published online: 27 AUG 2008
- Article first published online: 1 AUG 2008
- Manuscript Received: 16 MAY 2008
Funded by
- National Natural Science Foundation
- Ministry of Education
Keywords:
- asymmetric catalysis;
- enantioselectivity;
- Michael addition;
- synthetic methods
It all adds up: A chiral La(OTf)3/N,N′-dioxide complex has been developed for the asymmetric direct Michael addition of nitroalkanes to nitroalkenes. This reaction afford 1,3-dinitro compounds with two stereocenters in good yields with high diastereo- and enantioselectivity (up to d.r. 93:3, 97 % ee; see scheme, Tf=trifluoromethanesulfonyl) under mild conditions.