Tetrahedron: Asymmetry

A new chemoenzymatic approach to the synthesis of chiral 4-aryl-1, 4-dihydro-2H-isoquinolines via the enzymatic resolution of 2-acetyl-4-phenyl-1, 4-dihydro-2H- …

D Koszelewski, M Cwiklak, R Ostaszewski

Index: Koszelewski, Dominik; Cwiklak, Malgorzata; Ostaszewski, Ryszard Tetrahedron Asymmetry, 2012 , vol. 23, # 17 p. 1256 - 1261

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Citation Number: 6

Abstract

A new chemoenzymatic method is proposed for the synthesis of enantiomerically pure 4- phenyl-1, 4-dihydro-2H-isoquinolines based on the enzymatic kinetic resolution of 2-acetyl-4- phenyl-1, 4-dihydro-2H-isoquinolin-3-one. For the enzymatic resolution of the racemic substrate, readily available 'home made'animal liver acetone powders (LAPs) were used. Excellent enantioselectivity, exceeding 500, was achieved in a short reaction time upon ...