Journal of Organic Chemistry 2010-03-19

Synthesis of chiral 3-alkyl-3,4-dihydroisocoumarins by dynamic kinetic resolutions catalyzed by a Baeyer-Villiger monooxygenase.

Ana Rioz-Martínez, Gonzalo de Gonzalo, Daniel E Torres Pazmiño, Marco W Fraaije, Vicente Gotor

Index: J. Org. Chem. 75(6) , 2073-2076, (2010)

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Abstract

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.