Issue 46, 2023
From the journal:

Chemical Communications

Zn(ii)-catalysed enantioselective addition of alcohols and tert-butyl hydroperoxide to isatin-derived N-Boc ketimines†

Jiaqi Hou,a   Leipeng Xue,a   Tianxu Yu,a   Jiahui Li,a   Shibo Yu, ORCID logo a   Chao Yao*a  and  Yue-Ming Li ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin, China
E-mail: 9820210051@nankai.edu.cn, ymli@nankai.edu.cn

Abstract

Using binaphthyl-proline-based chiral ligands, Zn(II)-catalysed addition of alcohols and tert-butyl hydroperoxide to isatin-derived N-Boc ketimines provided the isatin-derived C3 N,O-aminals in up to 99% yield and up to 99% ee. The reactions could be carried out under mild conditions and a gram-scale reaction could be realized without the loss of the yield and enantioselectivity.

Graphical abstract: Zn(ii)-catalysed enantioselective addition of alcohols and tert-butyl hydroperoxide to isatin-derived N-Boc ketimines

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Article information

DOI
https://doi.org/10.1039/D3CC01527K
Article type
Communication
Submitted
29 Mar 2023
Accepted
12 May 2023
First published
12 May 2023

Chem. Commun., 2023,59, 7096-7099

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Zn(II)-catalysed enantioselective addition of alcohols and tert-butyl hydroperoxide to isatin-derived N-Boc ketimines

J. Hou, L. Xue, T. Yu, J. Li, S. Yu, C. Yao and Y. Li, Chem. Commun., 2023, 59, 7096 DOI: 10.1039/D3CC01527K

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