Synthesis of chiral 3-alkyl-3,4-dihydroisocoumarins by dynamic kinetic resolutions catalyzed by a Baeyer-Villiger monooxygenase.
Baeyer-Villiger monooxygenases have been tested in the oxidation of racemic benzofused ketones. When employing a single mutant of phenylacetone monooxygenase (M446G PAMO) under the proper reaction conditions, it was possible to achieve 3-substituted 3,4-dihydroisocoumarins with high yields and optical purities through regioselective dynamic kinetic resolution processes.
Rioz-Martínez
Ana
A
Departamento de Química Orgánica e Inorgánica, Instituto de Biotecnología de Asturias, Universidad de Oviedo, 33006, Oviedo, Spain.
de Gonzalo
Gonzalo
G
Torres Pazmiño
Daniel E
DE
Fraaije
Marco W
MW
Gotor
Vicente
V
D002384:Catalysis; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D006899:Mixed Function Oxygenases / Q000737:chemistry* / Q000235:genetics; D008958:Models, Molecular; D015394:Molecular Structure; D011994:Recombinant Proteins / Q000737:chemistry / Q000235:genetics; D013237:Stereoisomerism
D003374:Coumarins; D011994:Recombinant Proteins; D006899:Mixed Function Oxygenases