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Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization
| Title: | Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization |
| Authors: | Lin, Luqing Browse this author | | Fukagawa, Seiya Browse this author | | Sekine, Daichi Browse this author | | Tomita, Eiki Browse this author | | Yoshino, Tatsuhiko Browse this author →KAKEN DB | | Matsunaga, Shigeki Browse this author →KAKEN DB |
| Keywords: | amines | | asymmetric catalysis | | C-H activation | | carboxylic acids | | rhodium |
| Issue Date: | 10-Sep-2018 |
| Publisher: | Wiley-Blackwell |
| Journal Title: | Angewandte chemie-international edition |
| Volume: | 57 |
| Issue: | 37 |
| Start Page: | 12048 |
| End Page: | 12052 |
| Publisher DOI: | 10.1002/anie.201807610 |
| PMID: | 30039561 |
| Abstract: | Reported is an achiral (CpRhIII)-Rh-x/chiral carboxylic acid catalyzed asymmetric C-H alkylation of diarylmethanamines with a diazomalonate, followed by cyclization and decarboxylation to afford 1,4-dihydroisoquinolin-3(2H)-one. Secondary alkylamines as well as nonprotected primary alkylamines underwent the transformation with high enantioselectivities (up to 98.5:1.5 e.r.) by using a newly developed chiral carboxylic acid as the sole source of chirality to achieve enantioselective C-H cleavage by a concerted metalation-deprotonation mechanism. |
| Rights: | This is the peer-reviewed version of the following article: L.Lin, et al. / Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization. Angewandte chemie-international edition, 57(37), 12048-12052, 2018, which has been published in final form at 10.1002/anie.201807610. This article may be used for non-commercial purposes in accordance with Wiley-VCH Terms and Conditions for Self-Archiving. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/75430 |
| Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 吉野 達彦
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