Scalable, efficient process for the synthesis of ( R)-3,5-bistrifluoromethylphenyl ethanol via catalytic asymmetric transfer hydrogenation and isolation as a DABCO inclusion complex

• Published in: Tetrahedron: asymmetry Vol. 14; no. 22; pp. 3581 - 3587
• Main Authors: Hansen, Karl B., Chilenski, Jennifer R., Desmond, Richard, Devine, Paul N., Grabowski, Edward J.J., Heid, Richard, Kubryk, Michele, Mathre, David J., Varsolona, Richard
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 14.11.2003; Elsevier
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Chemistry, Physical; Physical Sciences; Science & Technology; AROMATIC KETONES; APREPITANT; RECEPTOR ANTAGONIST

( R)-3,5-Bistrifluoromethylphenyl ethanol 2, a key building block in the synthesis of aprepitant, has been synthesized from ketone 5 via catalytic asymmetric transfer hydrogenation using a simplified catalyst generation procedure. The process uses (1 S,2 R)- cis-1-aminoindan-2-ol 10 and dichloro( p-...