Pd-catalyzed cross-coupling of α-(acyloxy)-tri-n -butylstannanes with alkenyl, aryl, and heteroaryl electrophiles

Mohan Goli, Anyu He, J R Falck

Research output: Contribution to journalArticle

36 Scopus citations

Abstract

Racemic and scalemic α-(acyloxy)-tri-n-butylstannanes undergo Pd-catalyzed cross-couplings with alkenyl/aryl/heteroaryl iodides, bromides, and triflates in moderate to good yields in THF at 45 °C. Simple aryl iodides and unprotected aza-arenes, two classes of electrophiles that typically react sluggishly, are also good substrates. Cross-couplings proceed with retention of configuration at the alkenyl and stannyl-substituted stereocenters.

Original languageEnglish (US)
Pages (from-to)344-346
Number of pages3
JournalOrganic Letters
Volume13
Issue number2
DOIs
StatePublished - Jan 21 2011

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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