Tetrahedron

Asymmetric biocatalytic hydrocyanation of pyrrole carboxaldehydes

T Purkarthofer, K Gruber, MH Fechter, H Griengl

Index: Purkarthofer, Thomas; Gruber, Karl; Fechter, Martin H.; Griengl, Herfried Tetrahedron, 2005 , vol. 61, # 32 p. 7661 - 7668

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Citation Number: 18

Abstract

The asymmetric hydrocyanation of pyrrole-2-and-3-carboxaldehydes substituted with either methyl, benzyl or phenyl in the 1-position catalyzed by the hydroxynitrile lyases from Hevea brasiliensis (HbHNL) and Prunus amygdalus (PaHNL) is reported. The products could be isolated—after O-silylation—with moderate to good enantiomeric purity although the carbonyl activity of the substrates was found to be very low, which is supported by ...

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