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Solvent directed chemically divergent synthesis of β-lactams and α-amino acid derivatives with chiral isothiourea

Authors :
Dong-Sheng Ji
Hui Liang
Kai-Xuan Yang
Zhi-Tao Feng
Yong-Chun Luo
Guo-Qiang Xu
Yucheng Gu
Peng-Fei Xu
Source :
Chemical Science. 13:1801-1807
Publication Year :
2022
Publisher :
Royal Society of Chemistry (RSC), 2022.

Abstract

A protocol for the chemically divergent synthesis of β-lactams and α-amino acid derivatives with isothiourea (ITU) catalysis by switching solvents was developed. The stereospecific Mannich reaction occurring between imine and C(1)-ammonium enolate generated zwitterionic intermediates, which underwent intramolecular lactamization and afforded β-lactam derivatives when DCM and CH

Details

ISSN :
20416539 and 20416520
Volume :
13
Database :
OpenAIRE
Journal :
Chemical Science
Accession number :
edsair.doi.dedup.....5113fdf9f6a756ce649477ca0e31db39
Full Text :
https://doi.org/10.1039/d1sc06127e