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Application of chiral 2-isoxazoline for the synthesis of syn-1,3-diol analogs.

ABSTRACT: The asymmetric cycloaddition of TIPS nitronate catalyzed by "Cu(II)-bisoxazoline" gave the 2-isoxazoline product in 95% yield, which was converted into tert-butyl (3S,5R)-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate in 14 steps through a ?-hydroxy ketone.

SUBMITTER: Feng J

PROVIDER: S-EPMC6693402 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Application of chiral 2-isoxazoline for the synthesis of syn-1,3-diol analogs.

Feng Juanjuan J Li Tianyu T Zhang Jiaxin J Jiao Peng P

Beilstein journal of organic chemistry 20190801

The asymmetric cycloaddition of TIPS nitronate catalyzed by "Cu(II)-bisoxazoline" gave the 2-isoxazoline product in 95% yield, which was converted into tert-butyl (3S,5R)-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate in 14 steps through a β-hydroxy ketone. ...[more]

PMID: 31467605

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