Hydromethylation of Unactivated Olefins

Hydromethylation of Unactivated Olefins

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 ...

Copper-catalyzed trifluoromethylation of unactivated olefins.

The inclusion of fluorinated functional groups in small molecules has had a profound impact on the pharmaceutical, material, and agrochemical industries.[1, 2] In particular, the trifluoromethyl (CF3) substituent has emerged as an important functional group for the modulation of the physical properties in new pharmaceutical candidates as it has excellent metabolic stability, lipophilicity, and ...

Gold(I)-catalyzed intra- and intermolecular hydroamination of unactivated olefins.

Ph3PAuOTf catalyzes efficient intra- and intermolecular hydroamination of unactivated olefins with sulfonamides.

ORGANIC CHEMISTRY. Catalytic asymmetric hydroamination of unactivated internal olefins to aliphatic amines.

Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-bran...

Allylic C-H alkylation of unactivated α-olefins: serial ligand catalysis resumed.