Organocatalytic asymmetric oxy-Michael addition to a γ-hydroxy-α,β-unsaturated thioester via hemiacetal intermediates.

• Okamura, Takaaki

• Asano, Keisuke

• Matsubara, Seijiro

Abstract

We report an asymmetric oxy-Michael addition to a γ-hydroxy-α, β-unsaturated thioester via hemiacetal intermediates in the presence of Cinchona-alkaloid-thiourea-based bifunctional organocatalysts. This method provides a novel enantioselective route to β-hydroxy carboxyl compounds, which in turn can be used to synthesize valuable chiral building blocks.

Journal

• Chemical communications

  Chemical communications 48 (42), 5076-5078, 2012-03

  Royal Society of Chemistry

Keywords

• Acetals/chemistry
• Catalysis
• Cinchona Alkaloids/chemistry
• Esters
• Ketones/chemistry
• Stereoisomerism
• Thiourea/chemistry

Details

• CRID: 1050282810744021888
• NII Article ID: 120005244282
• NII Book ID: AA12455105
• ISSN: 13597345
• HANDLE: 2433/173165
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • CiNii Articles