Regioselective buta-1,3-dienylation of aldehydes via transmetallation of 2-tributylstannylbuta-1,3-diene

Meiming Luo, Yoshiharu Iwabuchi, Susumi Hatakeyama

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Transmetallation of 2-tributylstannylbuta-1,3-diene with SnCl4 followed by Lewis base promoted addition of the resulting 1-trichlorostannyl-2,3-butadiene to aldehydes in the presence of DMF allows their buta-1,3-dienylation to take place at the C2 position with complete regioselectivity in high yields.

Original languageEnglish
Pages (from-to)1109-1111
Number of pages3
JournalSynlett
Issue number7
DOIs
Publication statusPublished - 1999 Jan 1
Externally publishedYes

Keywords

  • Buta-1,3-dienes
  • Buta-1,3-dienylations
  • Lewis base promoted reaction
  • Tin compounds
  • Transmetallations

ASJC Scopus subject areas

  • Organic Chemistry

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