Photolysis of diacyl peroxides: a radical-based approach for the synthesis of functionalized amino acids

M Daniel Spantulescu; Rajendra P Jain; Darren J Derksen; John C Vederas

doi:10.1021/ol035125y

Photolysis of diacyl peroxides: a radical-based approach for the synthesis of functionalized amino acids

Org Lett. 2003 Aug 7;5(16):2963-5. doi: 10.1021/ol035125y.

Authors

M Daniel Spantulescu¹, Rajendra P Jain, Darren J Derksen, John C Vederas

Affiliation

¹ Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada T6G 2G2.

PMID: 12889919
DOI: 10.1021/ol035125y

Abstract

[reaction: see text] Photolysis of the amino acid derived symmetrical and unsymmetrical diacyl peroxides at 254 nm at low temperature (-78 to -196 degrees C) generates various bis(amino acids) in a concise manner and with orthogonal protection. The methodology was applied to the synthesis of (4R)-5-propyl-L-leucine (PrLeu), a component of HUN-7293.

Publication types

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

MeSH terms

Amino Acids / chemical synthesis*
Peroxides / chemistry*
Photolysis

Substances

Amino Acids
Peroxides