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Photocatalytic Regioselective Difunctionalization of Alkenes with Diazo Compounds and tert-Butyl Nitrite: Access to γ-Oximino Esters.

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A visible-light photocatalytic regioselective difunctionalization of alkenes with diazo compounds and tert-butyl nitrite has been developed. The protocol provides an efficient approach to γ-oximino esters under mild conditions. Significantly, this… Click to show full abstract

A visible-light photocatalytic regioselective difunctionalization of alkenes with diazo compounds and tert-butyl nitrite has been developed. The protocol provides an efficient approach to γ-oximino esters under mild conditions. Significantly, this transformation not only shows the good compatibility of nucleophilic diazo compounds and electrophilic tert-butyl nitrite but also displays diazo compounds generating alkyl radicals that preferred addition to alkenes over nitroso radicals.

Keywords: difunctionalization alkenes; butyl nitrite; diazo compounds; photocatalytic regioselective; tert butyl; regioselective difunctionalization

Journal Title: Organic letters
Year Published: 2022

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