Synthesis of <i>cis</i>-2-Fluorocyclopropylamine by Stereoselective Cyclopropanation Under Phase-transfer Conditions

• Jun-ichi Matsuo

  Center for Basic Research, The Kitasato Institute

• Yu-ichirou Tani

  Chemical Technology Research Laboratories, Daiichi Pharmaceutical Co., Ltd

• Yu-ichirou Hayakawa

  Chemical Technology Research Laboratories, Daiichi Pharmaceutical Co., Ltd

Abstract

cis-2-Fluorocyclopropylamine is stereoselectively synthesized by cyclopropanation of 3-aryl-2-vinyl-3-(methoxy)isoindol-1-one by treating dibromofluoromethane with saturated aqueous KOH solution in the presence of 18-crown-6 in dichloromethane, followed by removal of a bromine atom of the formed bromofluorocyclopropane derivative with Raney Ni, and successive three steps-deprotection procedures for generating an amino group on the cyclopropane ring.

Journal

• Chemistry Letters

  Chemistry Letters 33 (4), 464-465, 2004-03-20

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360283694087186816
• NII Article ID: 10012847512
• NII Book ID: AA00603318
• DOI: 10.1246/cl.2004.464
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/33/4/464/56259057/cl.2004.464.pdf
• Data Source:
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  • CiNii Articles