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Visible-Light-Promoted α-Benzylation of N-Phenyl α-Amino Acids to α-Amino Phenylpropanoids

Authors :
Wang, Lin
Li, Kang
Ye, Tian
Huang, Lei
Wu, Huilan
Zhang, Jingxuan
Xie, Hongqi
Liu, Yisong
Zeng, Jianguo
Cheng, Pi
Source :
The Journal of Organic Chemistry; 20230101, Issue: Preprints
Publication Year :
2023

Abstract

A new method for the synthesis of α-amino phenylpropanoids under blue light-emitting diode irradiation has been developed through α-C-H benzylation of readily available N-phenyl glycine ester with benzyl oxalates as a coupling partner under mild conditions. A range of N-phenyl glycine esters were successfully converted to α-amino phenylpropanoid products in moderate to good yields. The utility of this methodology is underlined by its application to the late-state modification of natural products.

Details

Language :
English
ISSN :
00223263
Issue :
Preprints
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs63724603
Full Text :
https://doi.org/10.1021/acs.joc.3c01196