Access to optically active linear ketones by one-pot catalytic deprotection, decarboxylation, asymmetric tautomerization from racemic benzyl beta-ketoesters
O. Roy et al., Access to optically active linear ketones by one-pot catalytic deprotection, decarboxylation, asymmetric tautomerization from racemic benzyl beta-ketoesters, CHEM COMMUN, (6), 2001, pp. 533-534
Benzyl 2-benzoyl-2-phenylpropanoate 1b subjected to heterogeneous hydrogeno
lysis conditions in the presence of catalytic amounts of commercially avail
able cinchonia alkaloids as chiral protic source, led to (R)-1,2-diphenylpr
opanone with up to 71% ee, through a cascade reaction involving deprotectio
n, decarboxylation and asymmetric tautomerization of enolic species.