Creation of Novel Asymmetric Catalytic Processes by Biomimetic Multifunctional Molecular Catalysts

2014 Fiscal Year Final Research Report

• Project/Area Number: 25888012
• Research Category: Grant-in-Aid for Research Activity Start-up
• Allocation Type: Single-year Grants
• Research Field: Synthetic chemistry
• Research Institution: Kyoto University
• Principal Investigator: ASANO Keisuke 京都大学, 工学(系)研究科(研究院), 助教 (90711771)
• Project Period (FY): 2013-08-30 – 2015-03-31
• Keywords: 有機分子触媒 / 不斉合成 / アシルアンモニウム / サルファマイケル付加 / ラクトン / 1,5-ベンゾチアゼピン / 複素環合成 / 医薬候補化合物

Outline of Final Research Achievements

Utilizing α,β-unsaturated acylammonium intermediates generated from carboxylic acid derivatives and tertiary amine catalysts, we accomplished the facile asymmetric syntheses of heterocyclic compounds through the enantioselective introduction of a sulfur atom at the β-position of carboxylic acid derivatives via sulfa-Michael addition. This method enabled the catalytic enantioselective syntheses of β-mercaptolactones and 1,5-benzothiazepines. These heterocycles are highly important as candidates of pharmaceutical agents, and this research can be expected to contribute to the field of drug discovery.

Free Research Field

有機合成化学