Stereochemistry and mechanism of vinyl-migrating [1,2]-Wittig rearrangement of α-lithioalkyl vinyl ethers

Katsuhiko Tomooka, Tadashi Inoue, Takeshi Nakai

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Enantiomerically defined α-stannylalkyl or α-methylbenzyl vinyl ethers, when treated with butyllithium, are shown to undergo the 1,2-vinyl migration to afford the allylic alcohols in almost racemic form in low or high yield, respectively, thereby proposing the radical cleavage-recombination pathway.

Original languageEnglish
Pages (from-to)418-419
Number of pages2
JournalChemistry Letters
Issue number4
DOIs
Publication statusPublished - Jan 1 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Stereochemistry and mechanism of vinyl-migrating [1,2]-Wittig rearrangement of α-lithioalkyl vinyl ethers'. Together they form a unique fingerprint.

  • Cite this