Practical Asymmetric Fluorination Approach to the Scalable Synthesis of New Fluoroaminothiazine BACE Inhibitors

• Published in: Organic process research & development Vol. 22; no. 5; pp. 650 - 654
• Main Authors: Garcia-Losada, Pablo, Barberis, Mario, Shi, Yuan, Hembre, Erik, Alhambra Jimenez, Carolina, Winneroski, Leonard L, Watson, Brian M, Jones, Chauncey, DeBaillie, Amy C, Martínez-Olid, Francisco, Mergott, Dustin J
• Format: Journal Article
• Language: English
• Published: American Chemical Society 18.05.2018

Here we report an optimized protocol for the asymmetric introduction of a fluorine atom into a quaternary center facilitated by d-proline, Selectfluor®, and trifluoroethanol. The synthesis proceeds over four steps starting from a chiral amino alcohol precursor and provides the desired enantiomer wit...