Silicon-based cross-coupling reactions in the total synthesis of natural products

Scott E. Denmark, Jack H.C. Liu

Research output: Contribution to journalReview article

Abstract

Unlike other variants of transition-metal-catalyzed cross-coupling reactions, those based on organosilicon donors have not been used extensively in natural product synthesis. However, recent advances such as: 1) the development of mild reaction conditions, 2) the expansion of substrate scope, 3) the development of methods to stereoselectively and efficiently introduce the silicon-containing moiety, 4) the development of a large number of sequential processes, and 5) the advent of bifunctional bis(silyl) linchpin reagents, signify the coming of age of silicon-based cross-coupling reactions. The following case studies illustrate how silicon-based cross-coupling reactions play a strategic role in constructing carbon-carbon bonds in selected target molecules.

Original languageEnglish (US)
Pages (from-to)2978-2986
Number of pages9
JournalAngewandte Chemie - International Edition
Volume49
Issue number17
DOIs
StatePublished - Apr 12 2010

Keywords

  • Cross-coupling
  • Organopalladium
  • Organosilicon reagents
  • Silanols
  • Tandem reactions

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Silicon-based cross-coupling reactions in the total synthesis of natural products'. Together they form a unique fingerprint.

  • Cite this