Direct Dehydroxylative Coupling Reaction of Alcohols with Organosilanes through Si–X Bond Activation by Halogen Bonding

• 小林, 祐輔

  Graduate School of Pharmaceutical Sciences, Kyoto University

• 竹本, 佳司

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Kobayashi, Yusuke

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Takemoto, Yoshiji

  Graduate School of Pharmaceutical Sciences, Kyoto University

抄録

The combined use of a halogen bond (XB) donor with trimethylsilyl halide was found to be an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the corresponding adduct in moderate to excellent yields. Detailed control experiments and mechanistic studies revealed that the XB interaction was crucial for the reaction. The application of this coupling reaction is also described.

収録刊行物

• Organic Letters

  Organic Letters 17 (12), 3000-3003, 2015-06-19

  American Chemical Society (ACS)

キーワード

• Organic Chemistry
• Physical and Theoretical Chemistry
• Biochemistry

詳細情報

• CRID: 1050845763318218112
• NII論文ID: 120006653019
• NII書誌ID: AA11347843
• ISSN: 15237060
• ISSN: 15237052
• DOI: 10.1021/acs.orglett.5b01290
• HANDLE: 2433/242995
• Web Site: https://pubs.acs.org/doi/pdf/10.1021/acs.orglett.5b01290
• 本文言語コード: en
• 資料種別: journal article
• データソース種別:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN