5 years ago

Intermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines

Intermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines
Vy M. Dong, Xiao-Hui Yang, Alexander Lu
We report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. Our work showcases the first case of anti-Markovnikov selectivity in the intermolecular coupling of amines and 1,3-dienes. By tuning the ligand properties and Brønsted acid additive, we find that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b09188

DOI: 10.1021/jacs.7b09188

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