Chiral Carboxylic Acid Enabled Achiral Rhodium(III)‐Catalyzed Enantioselective C−H Functionalization

• Lin, Luqing

• Fukagawa, Seiya

• Sekine, Daichi

• Tomita, Eiki

• Yoshino, Tatsuhiko

• Matsunaga, Shigeki

書誌事項

タイトル別名

• Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization

抄録

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.

収録刊行物

• Angewandte chemie-international edition

  Angewandte chemie-international edition 57 (37), 12048-12052, 2018-09-10

  Wiley-Blackwell

キーワード

• amines
• asymmetric catalysis
• C-H activation
• carboxylic acids
• rhodium

詳細情報

• CRID: 1050282814040450816
• NII論文ID: 120006718704
• DOI: 10.1002/anie.201807610
• ISSN: 15213773
• ISSN: 14337851
• HANDLE: 2115/75430
• Web Site: https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201807610
• Web Site: https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201807610
• Web Site: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201807610
• Web Site: https://onlinelibrary.wiley.com/doi/am-pdf/10.1002/anie.201807610
• 本文言語コード: en
• 資料種別: journal article
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