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Molybdenum‐Catalyzed Stereospecific Deoxygenation of Epoxides to Alkenes
Author(s) -
Asako Sobi,
Sakae Takahisa,
Murai Masahito,
Takai Kazuhiko
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600840
Subject(s) - chemistry , deoxygenation , stereospecificity , catalysis , phosphine , triphenylphosphine , molybdenum , medicinal chemistry , organic chemistry
Mild and simple catalytic systems consisting of molybdenum(VI) dichloride dioxide [MoO 2 Cl 2 ] 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 (PPh 3 ) 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.