Molybdenum-Catalyzed Stereospecific Deoxygenation of Epoxides to Alkenes

Sobi Asako, Takahisa Sakae, Masahito Murai, Kazuhiko Takai

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Mild and simple catalytic systems consisting of molybdenum(VI) dichloride dioxide [MoO2Cl2] as a catalyst and a phosphine as reductant have been developed for the stereospecific deoxygenation of epoxides to alkenes. The reactions using 1,2-bis(diphenylphosphino)ethane (dppe) and triphenylphosphine (PPh3) proceed with retention and inversion of stereochemistry, respectively. The mild reaction tolerates the presence of various functional groups and affords stereodefined substituted olefins in good yields. (Figure presented.).

Original languageEnglish
Pages (from-to)3966-3970
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume358
Issue number24
DOIs
Publication statusPublished - Dec 22 2016

Fingerprint

phosphine
Molybdenum
Epoxy Compounds
Alkenes
Olefins
Stereochemistry
Reducing Agents
Ethane
Functional groups
Catalysts
MoO2Cl2
triphenylphosphine
bis(diphenylphosphine)ethane

Keywords

  • alkenes
  • deoxygenation
  • epoxides
  • molybdenum
  • stereospecific process

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Molybdenum-Catalyzed Stereospecific Deoxygenation of Epoxides to Alkenes. / Asako, Sobi; Sakae, Takahisa; Murai, Masahito; Takai, Kazuhiko.

In: Advanced Synthesis and Catalysis, Vol. 358, No. 24, 22.12.2016, p. 3966-3970.

Research output: Contribution to journalArticle

Asako, Sobi ; Sakae, Takahisa ; Murai, Masahito ; Takai, Kazuhiko. / Molybdenum-Catalyzed Stereospecific Deoxygenation of Epoxides to Alkenes. In: Advanced Synthesis and Catalysis. 2016 ; Vol. 358, No. 24. pp. 3966-3970.
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