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Abstract The tetrabutylammonium-accelerated Norrish-Yang cyclization of 2-ethoxycarbonylmethyloxy- and 2-cyanomethyloxyacetophenones afforded trans -dihydrobenzofuranols in good stereoselectivities through cation-π interactions between the ammonium and the carbonyl and cyano groups. Furthermore, a new… Click to show full abstract
Abstract The tetrabutylammonium-accelerated Norrish-Yang cyclization of 2-ethoxycarbonylmethyloxy- and 2-cyanomethyloxyacetophenones afforded trans -dihydrobenzofuranols in good stereoselectivities through cation-π interactions between the ammonium and the carbonyl and cyano groups. Furthermore, a new type of organocatalyst possessing both conformation-controlling and triplet-sensitizing units was developed, and was found to be effective in accelerating the Norrish-Yang photocyclization of 2-cyanomethyloxyacetophenone.
Journal Title: Tetrahedron Letters
Year Published: 2019
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