Synthesis of Functionalized Allylsilicone Compounds via Rhodium-Catalyzed Conjugate Addition of (E)- or (Z)-[3-Trimethylsilyl-1-propenyl]boronic Acids to Enones

• Yamamoto, Yasunori

• Fujita, Masayoshi

• Miyaura, Norio

Abstract

The rhodium-catalyzed conjugate addition of (E)-Me3SiCH2CH=CHB(OiPr)2 or (Z)-Me3SiCH2(C4H9)C=CHB(OiPr)2 to enones provided a novel method for the synthesis of allylsilicone compounds possessing a carbonyl group in the same molecule, which are versatile intermediates for intramolecular allylsilylation, giving cyclobutanols on treatment with Bu4NF.

Journal

• Synlett

  Synlett 2000 (5), 767-768, 2002-05

  Georg Thieme Verlag

Keywords

• allylsilicone
• alkenylboronic acid
• rhodium catalyst
• conjugate addition
• cyclobutanol

Details

• CRID: 1050001338979164416
• NII Article ID: 120000963573
• HANDLE: 2115/14625
• ISSN: 09365214
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • CiNii Articles