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Hydroalkylation of Olefins to form Quaternary Carbons

preprint
submitted on 14.03.2019 and posted on 15.03.2019 by Samantha Green, Tucker R. Huffman, Ruairí McCourt, Vincent van der Puyl, Ryan Shenvi
Metal-hydride hydrogen atom transfer (MHAT) functionalizes unbiased alkenes with predictable branched (Markovnikov) selectivity. The breadth of these transformations has been confined to π-radical traps; no sp3 electrophiles have been reported. Here we describe a Mn/Ni dual catalytic system that allows for the hydroalkylation of unactivated olefins by unactivated alkyl halides, yielding aliphatic quaternary carbons.

Funding

R35 GM122606

NSF GRFP

History

Email Address of Submitting Author

rshenvi@scripps.edu

Institution

Scripps Research

Country

USA

ORCID For Submitting Author

0000-0001-8353-6449

Declaration of Conflict of Interest

No conflict of interest

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in Journal of the American Chemical Society

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