Synthesis 2017; 49(18): 4341-4349
DOI: 10.1055/s-0036-1590803
paper
© Georg Thieme Verlag Stuttgart · New York

An Efficient Cascade Synthesis of Ethyl 3-Amino-5-oxoisoxazolidine-4-carboxylate Derivatives

Runrun Li
State Key Laboratory of Nature and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. of China   Email: lirt@bjmu.edu.cn
,
Qiang Wei
State Key Laboratory of Nature and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. of China   Email: lirt@bjmu.edu.cn
,
Xin Wang
State Key Laboratory of Nature and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. of China   Email: lirt@bjmu.edu.cn
,
Zemei Ge
State Key Laboratory of Nature and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. of China   Email: lirt@bjmu.edu.cn
,
Runtao Li*
State Key Laboratory of Nature and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. of China   Email: lirt@bjmu.edu.cn
› Author Affiliations
We are grateful for financial support from the National Natural Science Foundation of China (No. 81673287).
Further Information

Publication History

Received: 01 April 2017

Accepted after revision: 25 May 2017

Publication Date:
11 July 2017 (online)


Abstract

An efficient cascade synthesis of ethyl 3-amino-5-oxoisoxa­zolidine-4-carboxylate derivatives from diethyl 2-(ethoxymethyl­ene)malonate, different hydroxylamines and various amines is developed. This approach tolerates a wide range of amines affording highly functionalized isoxazolidine derivatives, which are expected to be important in organic synthesis and medicinal chemistry.

Supporting Information

 
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