title: Hydromethylation of Unactivated Olefins.
abstract: A solution to the classic unsolved problem of olefin hydromethylation is presented. This highly chemoselective method can tolerate labile and reactive chemical functionalities and uses a simple set of reagents. An array of olefins, including mono-, di-, and trisubstituted olefins, are all smoothly hydromethylated. This mild protocol can be used to simplify the synthesis of a specific target or to directly "edit" complex natural products and other advanced materials. The method is also amenable to the simple installation of radioactive and stable labeled methyl groups.
authors.affiliation: †Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Hai T
authors.initials: HT
authors.lastname: Dao
authors.affiliation: †Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Chao
authors.initials: C
authors.lastname: Li
authors.affiliation: †Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Quentin
authors.initials: Q
authors.lastname: Michaudel
authors.affiliation: ‡Discovery Chemistry Platforms-Radiochemistry, Bristol-Myers Squibb, Route 206 and Province Line Road, Princeton, New Jersey 08543, United States.
authors.forename: Brad D
authors.initials: BD
authors.lastname: Maxwell
authors.affiliation: †Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Phil S
authors.initials: PS
authors.lastname: Baran
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D008697:Methane / Q000737:chemistry*; D008745:Methylation; D008958:Models, Molecular; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D008697:Methane