55 research outputs found
A theoretical study on [2+2] cycloaddition reactions under visible light irradiation induced by energy transfer
Access to substituted cyclobutenes by tandem [3,3]-sigmatropic rearrangement/[2 + 2] cycloaddition of dipropargylphosphonates under Ag/Co relay catalysis
Sulfonation and Trifluoromethylation of Enol Acetates with Sulfonyl Chlorides Using Visible-Light Photoredox Catalysis
Chromium photocatalysis: accessing structural complements to Diels–Alder adducts with electron-deficient dienophiles
Photoredox Catalysis: A Mild, Operationally Simple Approach to the Synthesis of α-Trifluoromethyl Carbonyl Compounds
Asymmetric Organocatalytic Stepwise [2+2] Entry to Tetra-Substituted Heterodimeric and Homochiral Cyclobutanes
Synthesis of ent
The asymmetric synthesis of ent-ketorfanol from simple and commercially available precursors is reported. A Rh(I)-catalyzed intramolecular C–H alkenylation/highly torquoselective 6π-electrocyclization cascade provides a fused bicyclic 1,2-dihydropyridine as a key intermediate. Computational studies were performed to understand the high torquoselectivity of the key 6π electrocyclization. Computations demonstrate a conformational effect is responsible for the observed selectivity. The ketone functionality and final ring are introduced in a single step by a redox neutral acid-catalyzed rearrangement of a vicinal diol to the requisite carbonyl followed by intramolecular Friedel–Crafts alkylation
Intermolecular [3+2] Cycloaddition of Cyclopropylamines with Olefins by Visible-Light Photocatalysis
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