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

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.

Detalles Bibliográficos
Autores principales: Feng, Juanjuan, Li, Tianyu, Zhang, Jiaxin, Jiao, Peng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6693402/
https://www.ncbi.nlm.nih.gov/pubmed/31467605
http://dx.doi.org/10.3762/bjoc.15.179
Descripción
Sumario: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.