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Enantioselective construction of ortho-substituted benzylic quaternary centers using a phenanthroline-Pd catalyst†
Organic & Biomolecular Chemistry Pub Date : 10/21/2022 00:00:00 , DOI:10.1039/D2OB01743A
Abstract

A method for Pd-catalyzed asymmetric conjugate addition of ortho-substituted arylboronic acids to cyclic enones was developed. The addition of various ortho-substituted arylboronic acid to β-substituted cyclic enones, via catalysis with a chiral phenanthroline-Pd complex, formed cyclic ketone products bearing ortho-substituted benzylic all-carbon quaternary centers with good yields and high enantioselectivity.

Graphical abstract: Enantioselective construction of ortho-substituted benzylic quaternary centers using a phenanthroline-Pd catalyst
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