Co-Catalyzed C(sp3)-H Oxidative Coupling of Glycine and Peptide Derivatives

被引：77

作者：

San Segundo, Marcos ^{[1
]}

Guerrero, Itziar ^{[1
]}

Correa, Arkaitz ^{[1
]}

机构：

[1] Univ Basque Country, Dept Organ Chem 1, UPV EHU, Joxe Mari Korta R&D Ctr, Av Tolosa 72, Donostia San Sebastian 20018, Spain

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 19期

关键词：

ALPHA-AMINO-ACIDS; STRUCTURALLY DIVERSE ETHERS; H FUNCTIONALIZATION; BOND FUNCTIONALIZATION; CARBONYL-COMPOUNDS; COBALT CATALYSIS; IRON; ESTERS; MILD; ACTIVATION;

D O I：

10.1021/acs.orglett.7b02567

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cobalt-catalyzed selective alpha-alkylation and alpha-heteroarylation processes of alpha-amino esters and peptide derivatives are described. These cross-dehydrogenative reactions occur under mild conditions and allow for the rapid assembly of structurally diverse alpha-amino carbonyl compounds. Unlike enolate chemistry, these methods are distinguished by their site-specificity, occur without racemization of the existing chiral centers, and exhibit total selectivity for aryl glycine motifs over other amino acid units, hence providing ample opportunities for peptide modifications.

引用

页码：5288 / 5291

页数：4

共 54 条

[1] Cobalt-Catalyzed C-H Arylations, Benzylations, and Alkylations with Organic Electrophiles and Beyond [J].