Development of helicenyl phosphines and their application in catalytic asymmetric reactions

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K18846
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Kyushu University
• Principal Investigator: Usui Kazuteru 九州大学, 薬学研究院, 助教 (80553304)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: 不斉合成 / キラリティー / ヘリセン / らせん / ホスフィン配位子

Outline of Final Research Achievements

A series of novel optically active [5]helicene-derived phosphine ligands (L1, with a 7,8-dihydro[5]helicene core structure, and L2, with a fully aromatic [5]helicene core structure) were synthesized. The prepared ligands, especially L1, were found to be highly effective in asymmetric allylation of 1,3-diphenylallyl acetate with indoles (up to 99% ee) and etherification with alcohols (up to 96% ee). In asymmetric Suzuki-Miyaura coupling reaction, L2 shown excellent enantioselectivities (up to 99% ee).

Free Research Field

医歯薬学