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Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.

ABSTRACT: Chemical transformations that install heteroatoms into C-H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C-H oxyfunctionalization, or the one step conversion of a C-H bond to a C-O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C-H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.

SUBMITTER: Betori RC

PROVIDER: S-EPMC6829040 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.

Betori Rick C RC May Catherine M CM Scheidt Karl A KA

Angewandte Chemie (International ed. in English) 20190926 46

Chemical transformations that install heteroatoms into C-H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C-H oxyfunctionalization, or the one step conversion of a C-H bond to a C-O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C-H hydroxylation that proc ...[more]

PMID: 31465617

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