M. Schmidt et al., PREPARATION OF OPTICALLY-ACTIVE CYANOHYDRINS USING THE (S)-HYDROXYNITRILE LYASE FROM HEVEA-BRASILIENSIS, Tetrahedron, 52(23), 1996, pp. 7833-7840
Several aliphatic, aromatic and heteroaromatic aldehydes have been con
verted into the chiral cyanohydrins using the (S)-hydroxynitrilelyase
from Hevea brasiliensis. The corresponding cyanohydrins were obtained
in moderate to good yield and high enantiomeric excess with the exepti
on of phenyloxyacetaldehyde, benzyloxyacetaldehyde and the pyrrole-, p
yridine- and indolealdehydes investigated. In contrast to previously r
eported results, cinnamaldehyde could be converted into (S)-()-2-hydro
xy-4-phenyl-(E)-but-3-enenitrile with good selectivity by means of opt
imized reaction conditions. Copyright (C) 1996 Elsevier Science Ltd