Organoaluminium assisted rearrangements of five-membered ring enol ethers with vinyl substituents

Ichiro Mori, Kazuhiko Takai, Koichiro Oshima, Hitosi Nozaki

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Such organoaluminium reagents as iBu3A1, PhC=CA1Et2, and Et2A1SPh mediate the title reactions in three different directions. (1) [3,3]sigmatropic rearrangement producing 7-membered rings. (2) isomerization to form vinylcyclopropane derivatives and (3) SN2 type reaction with phenylthio anion via oxolane ring opening.

Original languageEnglish
Pages (from-to)4013-4018
Number of pages6
JournalTetrahedron
Volume40
Issue number20
DOIs
Publication statusPublished - 1984
Externally publishedYes

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Ethers
Isomerization
Anions
Derivatives
Direction compound
vinyl ether

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Organoaluminium assisted rearrangements of five-membered ring enol ethers with vinyl substituents. / Mori, Ichiro; Takai, Kazuhiko; Oshima, Koichiro; Nozaki, Hitosi.

In: Tetrahedron, Vol. 40, No. 20, 1984, p. 4013-4018.

Research output: Contribution to journalArticle

Mori, Ichiro ; Takai, Kazuhiko ; Oshima, Koichiro ; Nozaki, Hitosi. / Organoaluminium assisted rearrangements of five-membered ring enol ethers with vinyl substituents. In: Tetrahedron. 1984 ; Vol. 40, No. 20. pp. 4013-4018.
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