Synthesis of non-biaryl compounds with axial chirality and their application to asymmetric reactions

2016 Fiscal Year Final Research Report

• Project/Area Number: 26410109
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Chiba University
• Principal Investigator: MINO TAKASHI 千葉大学, 大学院工学研究科, 准教授 (40302533)
• Project Period (FY): 2014-04-01 – 2017-03-31
• Keywords: 不斉反応 / 不斉配位子 / パラジウム触媒 / 軸不斉 / アミノホスフィン

Outline of Final Research Achievements

In this study, we found the non-biaryl type axially chiral compounds with t-butyl group or 2-adamantyl group instead of 1-adamantyl group. These compounds have stable axial chirality at carbon-nitrogen bond. We successfully obtained the optical active compounds with high enantiomer excesses by the optical resolution of these racemic compounds using chiral HPLC. We also used them as chiral ligands for the catalytic asymmetric reactions such as palladium catalyzed asymmetric allylic alkylations of allylic esters with dialkyl maltase and indoles in good yields with good to high enantioselectivities.

Free Research Field

有機合成化学