4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 34, Pages 9621-9623

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc13637b

Keywords

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Funding

  1. MEST [NRF-20090085824, NRF-2010-0029698, 2011-0001334, R31-2008-10029]
  2. Korea Research Council Industrial Science and Technology [B551179-10-03-00]
  3. Sungkyunkwan University

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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 beta-nitroolefins using chiral H-donors as organocatalysts.

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