Preparation of vinyl silyl ethers and disiloxanes via the silyl-Heck reaction of silyl ditriflates

J Am Chem Soc. 2013 Sep 11;135(36):13330-3. doi: 10.1021/ja407748z. Epub 2013 Aug 28.

Abstract

Vinyl silyl ethers and disiloxanes can now be prepared from aryl-substituted alkenes and related substrates using a silyl-Heck reaction. The reaction employs a commercially available catalyst system and mild conditions. This work represents a highly practical means of accessing diverse classes of vinyl silyl ether substrates in an efficient and direct manner with complete regiomeric and geometric selectivity.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkenes / chemistry
  • Ethers / chemical synthesis*
  • Ethers / chemistry
  • Molecular Structure
  • Silanes / chemical synthesis*
  • Silanes / chemistry
  • Vinyl Compounds / chemical synthesis*
  • Vinyl Compounds / chemistry

Substances

  • Alkenes
  • Ethers
  • Silanes
  • Vinyl Compounds
  • disiloxane