Tetrahedron p. 2923 - 2930 (2017)
Update date:2022-08-05
Topics:
Xie, Lei
Bai, Hui
Li, Jiaqi
Yu, Xuan
Zhang, Zhenhua
Fu, Bin
A highly enantioselective 1, 3-dipolar cycloaddition of nitrone with α, β-unsaturated acyl phosphonate was developed for the first time by using a chiral indane-bis(oxazoline)-copper(II) complex. The reaction proceeded smoothly under mild conditions to provide isoxazolidines with multi-stereocenters in good yields with high to excellent diastereo- (>20:1 dr) and enantioselectivities (up to 99% ee). The resulting products were readily converted to multi-functional isoxazolidines or γ-amino alcohol compounds.
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