Stereoselective Synthesis of Allylsilanes Bearing Tetrasubstituted Olefin via 2,2-Diborylethylsilane

• Kohei Endo

  Waseda Institute for Advanced Study

• Akira Sakamoto

  Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University

• Takahiro Ohkubo

  Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University

• Takanori Shibata

  Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University

Abstract

The regio- and stereoselective synthesis of allylsilane derivatives bearing a tetrasubstituted olefin was achieved using 2,2-diborylethylsilane as a key intermediate. The regioselective deprotonation of a 2,2-diborylethylsilane with LTMP and the subsequent nucleophilic addition to ketones gave corresponding allylsilanes in good to excellent yield with excellent stereoselectivity.

Journal

• Chemistry Letters

  Chemistry Letters 40 (12), 1440-1442, 2011-12

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360002219111516032
• NII Article ID: 10030221712
• NII Book ID: AA00603318
• DOI: 10.1246/cl.2011.1440
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/40/12/1440/55606494/cl.2011.1440.pdf
• Data Source:
  • Crossref
  • CiNii Articles
  • KAKEN