87030-11-3Relevant articles and documents
The first stereoselective total synthesis of naturally occurring, bioactive (3R,5R)-1-(4-hydroxyphenyl)-7-phenylheptane-3,5-diol and the synthesis of its enantiomer
Reddy, Parigi Raghavendar,Sudhakar, Chithaluri,Kumar, Jayprakash Narayan,Das, Biswanath
, p. 289 - 295 (2013/03/28)
The first stereoselective total synthesis of the naturally occurring anti-emetic diarylheptanoid (3R,5R)-1-(4-hydroxyphenyl)-7-phenylheptane-3,5-diol (1) was accomplished starting from 4-hydroxybenzaldehyde and involving a Sharpless kinetic resolution and
Efficient preparation of an N-aryl β-amino acid via asymmetric hydrogenation and direct asymmetric reductive amination en route to Ezetimibe
Busscher, Guuske F.,Lefort, Laurent,Cremers, Jozef G.O.,Mottinelli, Marco,Wiertz, Roel W.,Lange, Ben De,Okamura, Yutaka,Yusa, Yukinori,Matsumura, Kazuhiko,Shimizu, Hideo,De Vries, Johannes G.,De Vries, Andre H.M.
experimental part, p. 1709 - 1714 (2010/10/20)
Two routes for the preparation of an N-aryl β-amino acid, an important precursor for the cholesterol-lowering drug Ezetimibe, were investigated. The first pathway proceeds via an Rh- or Ir-catalyzed asymmetric hydrogenation of N-aryl enamine giving the desired product with up to 82% ee. The other pathway involves a direct asymmetric reductive amination (DARA) of the β-keto ester which yielded the β-amino ester in high yield and 97% ee. Subsequent copper-catalyzed N-arylation gave the target compound.
