%0 Journal Article
%@ 0385-5414
%A Yabu, K
%A Masumoto, S
%A Kanai, M
%A Du, W
%A Curran, DP
%A Shibasaki, M
%D 2003
%F pittir:20474
%J Heterocycles
%N 1
%P 369 - 385
%T Catalytic enantioselective synthesis of (20s)-camptothecin intermediates using cyanosilylation of ketones promoted by D-glucose-derived lanthanide catalyst
%U http://d-scholarship-dev.library.pitt.edu/20474/
%V 59
%X An efficient catalytic enantioselective synthetic route was developed for Curran's versatile camptothecin intermediate (5). The key step is the catalytic enantioselective cyanosilylation of ketone (7) using a chiral samarium (Sm) complex. The target ketone cyanohydrin (6) was obtained with 90% ee using 2 mol % of the catalyst. A gadolinium (Gd) complex derived from the same chiral ligand could also be used as an enantioselective catalyst to synthesize Corey's intermediate (11).