Development of Highly Selective Molecular Transformations based on the Design of Catalytically Relevant, Multi-Functional Chiral Onium Salts

2015 Fiscal Year Final Research Report

• Project Area: Advanced Molecular Transformations by Organocatalysts
• Project/Area Number: 23105004
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Nagoya University
• Principal Investigator: Uraguchi Daisuke 名古屋大学, 工学(系)研究科(研究院), 准教授 (70426328)
• Project Period (FY): 2011-04-01 – 2016-03-31
• Keywords: 有機分子触媒

Outline of Final Research Achievements

We developed a series of P-spiro chiral tetraaminophosphonium salts as organic molecular catalysts having a charge-assisted hydrogen-bonding ability. Their inherent abilities to exert four different, synthetically relevant asymmetric catalyses have been brought out through the unique molecular design on a single core structure, N4P+. These catalyses have been applied to the development of highly selective transformations, such as (1) an array of unusual conjugate additions which require multiple selectivity control, (2) a Payne-type oxidation of N-sulfonyl imines, (3) a reductive cross coupling of carbonyl compounds (formal pinacol coupling), and (4) a radical coupling reaction under photo-redox conditions.

Free Research Field

有機合成化学