Ortho-[2,3]-wittig rearrangement of benzyl propargyl ethers: Striking preference over the competing [1,2]-wittig shift

Katsuhiko Tomooka, Manabu Harada, Takayuki Hanji, Takeshi Nakai

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Treatment of benzyl γ-(trimethylsilyl)propargyl ether with n-BuLi is shown to afford the rarely precedent ortho-[2,3]-Wittig product in remarkable preference to the [1,2]-Wittig product. The factors governing the periselectivity in this type of carbanion rearrangement are discussed.

Original languageEnglish
Pages (from-to)1394-1395
Number of pages2
JournalChemistry Letters
Issue number12
DOIs
Publication statusPublished - Jan 1 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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