Synthesis 2019; 51(04): 885-888
DOI: 10.1055/s-0037-1610667
paper
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Synthesis of cis-5-(Aminomethyl)-3-(4-methoxy­phenyl)dihydrofuran-2(3H)-one

Sonhwan Kim
a  Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Republic of Korea   Email: hjha@hufs.ac.kr
,
Won Koo Lee*
b  Department of Chemistry, Sogang University, Seoul 04107, Republic of Korea   Email: wonkoo@sogang.ac.kr
,
Hyun-Joon Ha*
a  Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Republic of Korea   Email: hjha@hufs.ac.kr
› Author Affiliations
This work was supported by the National Research Foundation of Korea (NRF-2012M3A7B4049645 and 2014R1A5A1011165 with the Centre for New Directions in Organic Synthesis).
Further Information

Publication History

Received: 27 August 2018

Accepted after revision: 09 October 2018

Publication Date:
08 November 2018 (eFirst)

Abstract

The asymmetric synthesis of (3R,5S)-5-(aminomethyl)-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one, as the most potent selective inactivator of monoamine B, was successfully achieved by applying a newly developed synthetic method toward the key γ-aminomethyl-γ-lactone via intramolecular aziridine ring opening in 63% overall yield from a commercial starting material.

Supporting Information

 
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