Asymmetric Michael/cyclization tandem reaction of 4-hydroxycoumarin with β-nitroalkenes catalyzed by chiral bifunctional thioureas

Org Biomol Chem. 2013 Feb 28;11(8):1286-9. doi: 10.1039/c2ob27121d.

Abstract

The first asymmetric Michael/cyclization tandem reaction of 4-hydroxycoumarin with nitroolefins catalyzed by chiral bifunctional thioureas was reported and 2,3-dihydrofuro[3,2-c]-coumarin adducts have been obtained in moderate yields (53-75%) and good enantioselectivities (64-90% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Hydroxycoumarins / chemistry*
  • Alkenes / chemistry*
  • Catalysis
  • Coumarins / chemical synthesis*
  • Coumarins / chemistry
  • Cyclization
  • Molecular Structure
  • Nitro Compounds / chemistry*
  • Thiourea / chemistry*

Substances

  • 2,3-dihydrofuro(3,2-c)-coumarin
  • 4-Hydroxycoumarins
  • Alkenes
  • Coumarins
  • Nitro Compounds
  • Thiourea
  • 4-hydroxycoumarin