asymmetric C-C bond formation via simultaneous activation by bimetallic catalysts

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K18857
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Microbial Chemistry Research Foundation
• Principal Investigator: SAITO Akira 公益財団法人微生物化学研究会, 微生物化学研究所, 研究員 (10772866)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: アリル化 / 不斉合成 / アミド / 含フッ素化合物

Outline of Final Research Achievements

Catalytic asymmetric a-allylation of a-CF3 amide was developed by the design of novel synergistic catalyst system, which nucleophilic 7-azaindoline amide enolate by chiral Cu/hard Bronsted base and electrophilic pi-allyl Pd species can be independently generated and coexist. The novel methodology of enantioselective C-C bond formation at a-position of amides, whose alpha-deprotonation is regarded difficult in general, could be successfully presented. The chiral alpha-CF3-gamma,delta-unsaturated amides obtained by the reaction can be transformed to corresponding CF3-substituted cyclopropane derivatives, which are promising building block for drug candidate in the field of medicinal chemistry.

Free Research Field

有機合成化学