Pd-catalyzed tandem cyclization of ethyl glyoxalate and amines: rapid assembly of highly substituted cyclic dehydro-α-amino acid derivatives

Yueting Luo; Xiaoxia Lu; Yong Ye; Ya Guo; Huanfeng Jiang; Wei Zeng

doi:10.1021/ol302483f

Pd-catalyzed tandem cyclization of ethyl glyoxalate and amines: rapid assembly of highly substituted cyclic dehydro-α-amino acid derivatives

Org Lett. 2012 Nov 16;14(22):5640-3. doi: 10.1021/ol302483f. Epub 2012 Oct 26.

Authors

Yueting Luo¹, Xiaoxia Lu, Yong Ye, Ya Guo, Huanfeng Jiang, Wei Zeng

Affiliation

¹ School of Chemistry and Chemical Engineering, South China University of Technology, No. 381, Wushan Road, Tianhe District, Guangzhou 510641, China.

PMID: 23101491
DOI: 10.1021/ol302483f

Abstract

A novel cascade cyclization of ethyl glyoxalate and amines proceeds in the presence of Pd(TFA)(2) (5 mol %) to give the cyclic dehydro-α-amino acid derivatives. This method provides a fast and simple access to highly substituted dihydro-pyrrol-2-ones in good yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amines / chemistry*
Amino Acids, Cyclic / chemical synthesis*
Amino Acids, Cyclic / chemistry
Catalysis
Cyclization
Glyoxylates / chemical synthesis*
Glyoxylates / chemistry
Molecular Structure
Palladium / chemistry*

Substances

Amines
Amino Acids, Cyclic
Glyoxylates
ethyl glyoxalate
Palladium