Convenient synthesis of (2R)- and (2S)-2-(1-methylethyl)-5-oxo-2-phenylpentanenitrile, intermediates in the preparation of phenylalkylamine calcium channel blockers

• Published in: Journal of the Chemical Society, Perkin Transactions 1 no. 23; pp. 2845 - 2850
• Main Authors: Gilmore, Jeremy, Prowse, Will, Steggles, David, Urquhart, Michael, Olkowski, Jennifer
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 1996
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; ENANTIOMERS

The multigram synthesis of (2S)- and (2R)-2-(1-methylethyl)-5-oxo-2-phenylpentanenitriles 9a and 9b is described, using either (4R)-2,2-dimethyl-1,3-dioxolan-4-ylmethanol or (2R)-butane-1,2,4-triol as chiral auxiliary, The configuration of an intermediate dioxolane 10b is assigned by X-ray crystallo...