Application of Chiral 2-Isoxazoline for the Synthesis of syn-1,3-Diol Analogues

Submitting author affiliation:
Beijing Normal University, Beijing, China

Beilstein Arch. 2019, 201910.

Published 17 Apr 2019



Asymmetric cycloaddition of TIPS nitronate catalyzed by “Cu(II)-bisoxazoline” gave the 2-isoxazoline product in 85% yield, which was converted into t-butyl (3S,5R)-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate in 11 steps via a β-hydroxy ketone.

Keywords: cycloaddition; silyl nitronate; isoxazoline; β-hydroxy ketone; 1,3-diol

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Feng, J.; Li, T.; Zhang, J.; Jiao, P. Beilstein Arch. 2019, 201910. doi:10.3762/bxiv.2019.10.v1

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