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Enantioselective Addition of Pyrazoles to Dienes*.

ABSTRACT: We report the first enantioselective addition of pyrazoles to 1,3-dienes. Secondary and tertiary allylic pyrazoles can be generated with excellent regioselectivity. Mechanistic studies support a pathway distinct from previous hydroaminations: a Pd⁰ -catalyzed ligand-to-ligand hydrogen transfer (LLHT). This hydroamination tolerates a range of functional groups and advances the field of diene hydrofunctionalization.

SUBMITTER: Jiu AY

PROVIDER: S-EPMC8889753 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Enantioselective Addition of Pyrazoles to Dienes*.

Jiu Alexander Y AY Slocumb Hannah S HS Yeung Charles S CS Yang Xiao-Hui XH Dong Vy M VM

Angewandte Chemie (International ed. in English) 20210801 36

We report the first enantioselective addition of pyrazoles to 1,3-dienes. Secondary and tertiary allylic pyrazoles can be generated with excellent regioselectivity. Mechanistic studies support a pathway distinct from previous hydroaminations: a Pd<sup>0</sup> -catalyzed ligand-to-ligand hydrogen transfer (LLHT). This hydroamination tolerates a range of functional groups and advances the field of diene hydrofunctionalization. ...[more]

PMID: 34145705

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