Enantioselective synthesis of chiral cyclopent-2-enones by nickel-catalyzed desymmetrization of malonate estersTools Karad, Somnath Narayan, Panchal, Heena, Clarke, Christopher, Lewis, William and Lam, Hon Wai (2018) Enantioselective synthesis of chiral cyclopent-2-enones by nickel-catalyzed desymmetrization of malonate esters. Angewandte Chemie International Edition, 57 (29). pp. 9122-9125. ISSN 1433-7851
AbstractThe enantioselective synthesis of highly functionalized chiral cyclopent-2-enones by the reaction of alkynyl malonate esters with arylboronic acids is described. These desymmetrizing arylative cyclizations are catalyzed by a chiral phosphinooxazoline–nickel complex, and cyclization is enabled by the reversible E/Z isomerization of alkenylnickel species. The general methodology is also applicable to the synthesis of 1,6-dihydropyridin-3(2H)- ones.
Actions (Archive Staff Only)
|
Tools
Tools
