Issue 34, 2011
From the journal:

Chemical Communications

Hydrogen bonding mediated enantioselective organocatalysis in brine: significant rate acceleration and enhanced stereoselectivity in enantioselective Michael addition reactions of 1,3-dicarbonyls to β-nitroolefins†

Han Yong Bae,‡a   Surajit Some,‡a   Joong Suk Oh,a   Yong Seop Leea  and  Choong Eui Song*ab  

* Corresponding authors

a Department of Chemistry, Sungkyunkwan University, 300 Cheoncheon, Jangan, Suwon, Gyeonggi, Korea
E-mail: s1673@skku.edu
Fax: +82 31-290-7075

b Department of Energy Science, Sungkyunkwan University, 300 Cheoncheon, Jangan, Suwon, Gyeonggi, Korea

Abstract

Brine provides remarkable rate acceleration and a higher level of stereoselectivity over organic solvents, due to the hydrophobic hydration effect, in the enantioselective Michael addition reactions of 1,3-dicarbonyls to β-nitroolefins using chiral H-donors as organocatalysts.

Graphical abstract: Hydrogen bonding mediated enantioselective organocatalysis in brine: significant rate acceleration and enhanced stereoselectivity in enantioselective Michael addition reactions of 1,3-dicarbonyls to β-nitroolefins

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Article information

DOI
https://doi.org/10.1039/C1CC13637B
Article type
Communication
Submitted
19 Jun 2011
Accepted
14 Jul 2011
First published
25 Jul 2011

Chem. Commun., 2011,47, 9621-9623

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Hydrogen bonding mediated enantioselective organocatalysis in brine: significant rate acceleration and enhanced stereoselectivity in enantioselective Michael addition reactions of 1,3-dicarbonyls to β-nitroolefins

H. Y. Bae, S. Some, J. S. Oh, Y. S. Lee and C. E. Song, Chem. Commun., 2011, 47, 9621 DOI: 10.1039/C1CC13637B

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