1400924-30-2Relevant academic research and scientific papers
Enantioselective route to ketones and lactones from exocyclic allylic alcohols via metal and enzyme catalysis
Warner, Madeleine C.,Nagendiran, Anuja,Bogár, Krisztián,B?ckvall, Jan-E.
, p. 5094 - 5097 (2013/01/15)
A general and efficient route for the synthesis of enantiomerically pure α-substituted ketones and the corresponding lactones has been developed. Ruthenium- and enzyme-catalyzed dynamic kinetic resolution (DKR) with a subsequent Cu-catalyzed α-allylic substitution are the key steps of the route. The α-substituted ketones were obtained in high yields and with excellent enantiomeric excess. The methodology was applied to the synthesis of a naturally occurring caprolactone, (R)-10-methyl-6-undecanolide, via a subsequent Baeyer-Villiger oxidation.
