Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates
Xiaoyu Han1, Li Dong1, Caiwei Geng1
1Key Laboratory of Radiopharmaceuticals, College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China.
Organic Letters
|June 18, 2015
Abstract:
1,3-Dipolar cycloadditions of triisopropylsilyl nitronates and 2-alkylacroleins produced isoxazolines bearing a chiral quaternary center in high yields and enantioselectivities with the aid of a chiral oxazaborolidine catalyst. One chiral isoxazoline product was converted to (R)-(+)-Tanikolide in 9 steps in a total yield of 43%.
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