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Stereospecific Deoxygenation of Aliphatic Epoxides to Alkenes under Rhenium Catalysis

Takuya Nakagiri, Masahito Murai* and Kazuhiko Takai*

*Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan, Email: masahito.muraiokayama-u.ac.jp, ktakaicc.okayama-u.ac.jp

T. Nakagiri, M. Murai, K. Takai, Org. Lett., 2015, 17, 3346-3349.

DOI: 10.1021/acs.orglett.5b01583 (free Supporting Information)


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Abstract

The combination of Re2O7 as catalyst and triphenyl phosphite as a reductant enables the deoxygenation of unactivated aliphatic epoxides to alkenes. The reaction proceeds stereospecifically with variously substituted epoxides under neutral conditions and tolerates various functional groups.

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Key Words

alkenes, triphenylphosphite


ID: J54-Y2015