Development of New Catalyst for asymmetric C-H functionalization

Research Project

Project/Area Number	16H07402
Research Category	Grant-in-Aid for Research Activity Start-up
Allocation Type	Single-year Grants
Research Field	Organic chemistry
Research Institution	Kochi National College of Technology
Principal Investigator	SHIRAI Tomohiko 高知工業高等専門学校, ソーシャルデザイン工学科, 助教 (80784644)
Project Period (FY)	2016-08-26 – 2018-03-31
Project Status	Completed (Fiscal Year 2017)
Budget Amount *help	¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000) Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000) Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywords	不斉ヒドロアリール化 / カチオン性イリジウム / 不斉アルキル化 / C-H結合活性化 / 不斉反応 / ホスホロアミダイト配位子 / C-C結合形成 / 不斉合成 / ホスホロアミダイト
Outline of Final Research Achievements	Enantioselective transformations through the activation of C-H bond depict a potential to become an ideal tool for the synthesis of chiral building blocks. We investigate an efficient and highly enantioselective direct alkylation process for acetanilides that use 2-norbornene with a bis(phosphoramidite)-cationic Ir catalytic system (up to 99% ee). This methodology allows the facile preparation of enantiomerically enriched exo-2-(bicyclo[2.2.1]heptan-2-yl)aniline, which can be readily transformed into other functionalities.

Report

(3 results)