Catalytic asymmetric hydroamination of unactivated internal olefins to aliphatic amines
Author(s)Yang, Yang; Shi, Shi-Liang; Niu, Dawen; Liu, Peng; Buchwald, Stephen Leffler
MetadataShow full item record
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-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. This method provides a powerful means to access a broad range of advanced, highly functionalized enantioenriched amines of interest in pharmaceutical research and other areas.
Available in PMC 2016 July 03.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
American Association for the Advancement of Science (AAAS)
Yang, Y., S.-L. Shi, D. Niu, P. Liu, and S. L. Buchwald. “Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines.” Science 349, no. 6243 (July 2, 2015): 62–66.
Author's final manuscript