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- W2890599083 endingPage "10118" @default.
- W2890599083 startingPage "10111" @default.
- W2890599083 abstract "Recently, we have developed a method for catalytic regioselective synthesis of 2-substituted and 3-substituted benzofurans starting from phenols. The choice of reacting partner, olefin versus α,β-unsaturated acid, is critical to dictate the isomeric product formation. Instances are known where these olefinic partners did not complement each other and yield a similar outcome. In the current work, we have addressed this paradox with emphasis on (a) the origin of orthogonal selectivity and (b) the key requirements to expect complementary behavior. Experimental and computational studies provided important mechanistic insights. Electrostatic compatibility during migratory insertion and the positioning of the carboxylic acid moiety in catalytic steps are found to exert a paramount impact in determining the regioselectivity. The study offers a predictable single component tuning tool to control the regioselectivity." @default.
- W2890599083 created "2018-09-27" @default.
- W2890599083 creator A5018528585 @default.
- W2890599083 creator A5051883888 @default.
- W2890599083 creator A5051885484 @default.
- W2890599083 creator A5070221610 @default.
- W2890599083 date "2018-09-20" @default.
- W2890599083 modified "2023-10-01" @default.
- W2890599083 title "Mechanistic Insights on Orthogonal Selectivity in Heterocycle Synthesis" @default.
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