Issue 1, 2020
From the journal:

Chemical Communications

A cascade approach to 3D cyclic carbamates via an ionic decarboxylative functionalization of olefinic oxamic acids†

Huaqiang Fan,‡a   Yi Wan,‡a   Peng Pan,a   Wenbin Cai,a   Shihui Liu,a   Chuanxu Liu*b  and  Yongqiang Zhang ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Bioengineering Reactor, Shanghai Key Laboratory of New Drug Design and School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China
E-mail: yongqiangzhang@ecust.edu.cn

b Department of Hematology, Xinhua Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai, P. R. China
E-mail: lioucx@gmail.com

Abstract

An m-CPBA-mediated intramolecular epoxidation-decarboxylative alkoxylation cascade reaction of olefinic oxamic acids has been developed. The distinct ionic decarboxylative mechanism was preliminarily revealed. The protocol features mild reaction conditions and operational simplicity, allowing the construction of diverse medicinally valuable 5–7 membered 3D cyclic carbamate architectures in moderate to high yields.

Graphical abstract: A cascade approach to 3D cyclic carbamates via an ionic decarboxylative functionalization of olefinic oxamic acids

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Article information

DOI
https://doi.org/10.1039/C9CC07709J
Article type
Communication
Submitted
01 Oct 2019
Accepted
22 Nov 2019
First published
22 Nov 2019

Chem. Commun., 2020,56, 86-89

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A cascade approach to 3D cyclic carbamates via an ionic decarboxylative functionalization of olefinic oxamic acids

H. Fan, Y. Wan, P. Pan, W. Cai, S. Liu, C. Liu and Y. Zhang, Chem. Commun., 2020, 56, 86 DOI: 10.1039/C9CC07709J

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