A series of nitroalkanes were efficiently transformed to alkylnitrones using a visible light irradiation photocatalytic process. The mild, efficient, and environmentally benign reaction method, involving dynamic reciprocations of cascade pathways, comprises a mixture of a Ru(bpy)3Cl2 photoredox catalyst and DIPIBA or Hünig's base in CH3CN. Notably, DIPIBA was found to be the best additive for the cross condensation reaction of nitroalkanes with aldehydes. The structures of appropriate products were confirmed by X-ray analysis.
A domino reaction with the organocatalytic enantioselective Michael-acetalization-Henry reaction of 2-hydroxynitrostyrene and 5-oxohexanal was developed for the synthesis of hexahydro-6H-benzo[c]chromenones with four consecutive stereogenic centers and high enantioselectivity (up to >99% ee). The transformation of a NaBH-reduced adduct to the aflatoxin system via the Nef-cyclization process was achieved by the assistant of ZnBr.
A n extra carbon was mistakenly drawn on the tether of the compounds with a tert-butyl ester in Tables 1 and 2 and Scheme 2. The correct chemical structures of these esters are listed as follows:These same structures in the Supporting Information are correct, without the need for changes.
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