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Catalytic photochemical enantioselective α-alkylation with pyridinium salts

Santhivardhana Reddy Yetra, Nathan Schmitt, Uttam K. Tambar

2022Chemical Science17 citationsDOIOpen Access PDF

Abstract

a light activated charge-transfer complex. We apply this photochemical stereoconvergent process to the total synthesis of the lignan natural products (-)-enterolactone and (-)-enterodiol. Mechanistic studies support the ground-state complexation of the reactive components followed by divergent charge-transfer processes involving catalyst-controlled radical chain and in-cage radical combination steps.

Topics & Concepts

Enantioselective synthesisPyridiniumAlkylationCatalysisChemistryOrganic chemistryPhotochemistryRadical Photochemical ReactionsAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods
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