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Short Communication
Asymmetric Organocatalytic Michael Addition–Cyclization Cascade Reaction of Nitroalkanes with o-Hydroxycinnamaldehydes
Article first published online: 13 JAN 2012
DOI: 10.1002/ejoc.201101794
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Choi, K.-S. and Kim, S.-G. (2012), Asymmetric Organocatalytic Michael Addition–Cyclization Cascade Reaction of Nitroalkanes with o-Hydroxycinnamaldehydes. Eur. J. Org. Chem., 2012: 1119–1122. doi: 10.1002/ejoc.201101794
Publication History
- Issue published online: 13 FEB 2012
- Article first published online: 13 JAN 2012
- Manuscript Received: 13 DEC 2011
Funded by
- Ministry of Education, Science and Technology. Grant Number: 2011-0005371
Keywords:
- Organocatalysis;
- Asymmetric synthesis;
- Michael addition;
- Nitroalkanes;
- Domino reactions
Abstract
A catalytic enantioselective Michael addition–cyclization reaction of nitroalkanes with o-hydroxycinnamaldehydes has been established by using a diphenylprolinol TMS ether as an organocatalyst. The reaction afforded the corresponding 4-substituted chroman-2-ols in excellent yields with high levels of enantioselectivities (95 to >99 % ee).