Regiodivergent Desymmetrization Reaction of -Azabicycloheptene Providing Two Enantioenriched Structural Isomers.

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作者信息

Zheng Yuxin, Huang Yanze, Gao Peng, Liu Hongyan, Murakami Suguru, Matsubara Ryosuke, Hayashi Masahiko

机构信息

Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan.

出版信息

Org Lett. 2021 Apr 2;23(7):2411-2414. doi: 10.1021/acs.orglett.1c00036. Epub 2021 Mar 22.

DOI:10.1021/acs.orglett.1c00036

PMID:33752327

Abstract

A novel catalytic asymmetric reaction is reported where the regiodivergent desymmetrisation of -azabicycloheptene via allylic oxidation using a single chiral copper catalyst produced two different, enantioenriched structural isomers in high optical purity starting from a single compound. The enantioselectivity of the two structurally isomeric compounds was enriched to >99.5% ee after derivatization.

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