Preparation of chiral isoxazole carbinols via catalytic asymmetric Corey-Bakshi-Shibata reduction
A diverse set of isoxazoles, with activity in three different disease categories, was reduced asymmetrically from pro-chiral ketones to chiral alcohols using the Corey-Bakshi-Shibata methodology at the α, β, and γ positions relative to the C-5-methyl of the isoxazole. The experiments described provide an easy route to hydroxylated isoxazoles that represent the common CYP-450 3A4 metabolic site.
Rider, Kevin C.; Burkhart, David J.; Li, Chun; Mckenzie, Andrew R.; Nelson, Jared K.; and Natale, Nicholas R., "Preparation of chiral isoxazole carbinols via catalytic asymmetric Corey-Bakshi-Shibata reduction" (2010). Faculty Articles Indexed in Scopus. 1530.