o-Bis(allyldimethylsilyl)benzene as a remarkably effective allylation agent for carbonyl compounds with Bu4NF catalyst

Naoki Asao, Atsushi Shibato, Yoshifumi Itagaki, Fabrice Jourdan, Keiji Maruoka

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

A new type of fluoride ion catalyzed allylation agent, o- bis(allyldimethylsilyl)benzene (1a) and bis(allyldimethylsilyl)methane (1b), can be successfully utilized for various carbonyl substrates. The rate acceleration is ascribable to the shift of equilibrium to complex with Bu4NF by the favorable chelation of bis(silane) toward the fluoride ion.

Original languageEnglish
Pages (from-to)3177-3180
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number20
DOIs
Publication statusPublished - 1998 May 14
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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