Development of cooperative asymmetric catalysts and their applications to enantioselective synthesis of therapeutics

2015 Fiscal Year Final Research Report

• Project/Area Number: 25713002
• Research Category: Grant-in-Aid for Young Scientists (A)
• Allocation Type: Partial Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Microbial Chemistry Research Foundation
• Principal Investigator: KUMAGAI Naoya 公益財団法人微生物化学研究会, 微生物化学研究所, 主席研究員 (40431887)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: 不斉合成 / 不斉触媒 / 協奏機能型触媒 / 原子効率 / C-C結合 / 不斉炭素 / 医薬合成 / フロー反応

Outline of Final Research Achievements

The scope of soft Lewis acid/hard Bronsted base cooperative catalysis has been substantially expanded. In particular, direct enolization chemistry of 7-azaindoline amides paved the way to produce a variety of enantioenriched aldol and Mannich products with prefect atom economy. The specific activation mode of 7-azaindoline amide is also valid for electrophilic activation of unsaturated amides. In hard Lewis acid/hard Bronsted base cooperative catalysis, Nd/Na heterobimetallic catalyst confined in multi-walled carbon nanotube was implemented in a continuous-flow reaction platform, an ideal form of the industrial synthesis of commodity and speciality chemicals. The Nd/Na catalyst promotes anti-selective nitroaldol reaction to access enantioenriched 1,2-amino alcohols, privileged chiral building blocks for pharmaceuticals, leading to significantly contribution to medicinal chemistry.

Free Research Field

医歯薬学