Lewis base activation of silicon lewis acids

Sergio Rossi, Scott E. Denmark

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

A wide variety of preparatively useful reactions involving silicon-derived Lewis acids are described. The activation of the silicon-derived Lewis acids employs the concept of Lewis base activation of Lewis acids in which the silicon species is the mediator of the reaction (often incorporated into the product), whereas the Lewis base serves the role of catalyst. The action of trichlorosilane, allyltrichlorosilane, silicon tetrachloride, and their derivatives as promoters of organic reactions is thoroughly described through preparative examples and mechanistic considerations. A variety of highly diastereo- and enantioselective transformations are discussed in detail organized by the role of the silicon species.

Original languageEnglish (US)
Title of host publicationOrganosilicon Chemistry
Subtitle of host publicationNovel Approaches and Reactions
PublisherWiley
Pages333-415
Number of pages83
ISBN (Electronic)9783527814756
ISBN (Print)9783527344536
DOIs
StatePublished - Dec 10 2019

Keywords

  • Aldol reactions
  • Allylic trichlorosilane
  • Direct aldol reactions
  • Hypercoordinate silicon
  • Lewis bases
  • Organocatalysis
  • Reduction
  • Silicon tetrachloride
  • Trichlorosilane
  • Vinylogous aldol reactions

ASJC Scopus subject areas

  • General Chemistry

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