Details

Autor(en) / Beteiligte

• Houpis, Ioannis N
• Patterson, Lawrence E
• Alt, Charles A
• Rizzo, John R
• Zhang, Tony Y
• Haurez, Michael

Titel

Synthesis of PPAR Agonist via Asymmetric Hydrogenation of a Cinnamic Acid Derivative and Stereospecific Displacement of (S)-2-Chloropropionic Acid

Ist Teil von

• Organic letters, 2005-05, Vol.7 (10), p.1947-1950

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2005

Link zum Volltext

Quelle

MEDLINE

Beschreibungen/Notizen

• The synthesis of the peroxime proliferator activated receptor (PPAR) α,γ-agonist (1) was accomplished with high enantio- and diastereoselectivity by employing an asymmetric hydrogenation strategy, of an α-alkoxy cinnamic acid derivative, to set the C-2 chiral center. A diastereospecific SN2 displacement under mild basic conditions established the C-10 stereochemistry without any detectable racemization of the two epimerizable chiral centers.