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Hydroalkylation of Olefins To Form Quaternary Carbons.

ABSTRACT: Metal-hydride hydrogen atom transfer (MHAT) functionalizes 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 hydroalkylates unactivated olefins with unactivated alkyl halides, yielding aliphatic quaternary carbons.

SUBMITTER: Green SA

PROVIDER: S-EPMC8923049 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Hydroalkylation of Olefins To Form Quaternary Carbons.

Green Samantha A SA Huffman Tucker R TR McCourt Ruairí O RO van der Puyl Vincent V Shenvi Ryan A RA

Journal of the American Chemical Society 20190503 19

Metal-hydride hydrogen atom transfer (MHAT) functionalizes alkenes with predictable branched (Markovnikov) selectivity. The breadth of these transformations has been confined to π-radical traps; no sp<sup>3</sup> electrophiles have been reported. Here we describe a Mn/Ni dual catalytic system that hydroalkylates unactivated olefins with unactivated alkyl halides, yielding aliphatic quaternary carbons. ...[more]

PMID: 31030508

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