Novel acetoxylation and C-C coupling reactions at unactivated positions in alpha-amino acid derivatives

B V Subba Reddy; Leleti Rajender Reddy; E J Corey

doi:10.1021/ol061389j

Novel acetoxylation and C-C coupling reactions at unactivated positions in alpha-amino acid derivatives

Org Lett. 2006 Jul 20;8(15):3391-4. doi: 10.1021/ol061389j.

Authors

B V Subba Reddy¹, Leleti Rajender Reddy, E J Corey

Affiliation

¹ Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.

PMID: 16836413
DOI: 10.1021/ol061389j

Abstract

[Structure: see text] Under special conditions, N-phthaloyl-alpha-amino acid amides of 8-aminoquinoline can be either acetoxylated or arylated selectively at the beta-carbon. In certain cases, arylation can be effected at the gamma-carbon.

MeSH terms

Amino Acids / chemical synthesis*
Amino Acids / chemistry*
Aminoquinolines / chemistry*
Molecular Structure
Stereoisomerism

Substances

Amino Acids
Aminoquinolines
8-aminoquinoline