Controlling stereoselectivity by enzymatic and chemical means to access enantiomerically pure (1S, 3R)-1-benzyl-2, 3-dimethyl-1, 2, 3, 4- …
AA Orden, JH Schrittwieser, V Resch, FG Mutti…
Index: Orden, Alejandro A.; Schrittwieser, Joerg H.; Resch, Verena; Mutti, Francesco G.; Kroutil, Wolfgang Tetrahedron Asymmetry, 2013 , vol. 24, # 12 p. 744 - 749
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Citation Number: 4
Abstract
A chemoenzymatic strategy for the synthesis of enantiomerically pure novel alkaloids (1S, 3R)-1-benzyl-2, 3-dimethyl-1, 2, 3, 4-tetrahydroisoquinolines is presented. The key steps are the biocatalytic stereoselective reductive amination of substituted 1-phenylpropan-2-one derivatives to yield chiral amines employing microbial ω-transaminases, and the diastereoselective reduction of a Bischler–Napieralski imine intermediate by catalytic ...
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