Org. Lett., 3 (4), 519 -521, 2001. 10.1021/ol006813+ S1523-7060(00)06813-9
Web Release Date: January 31, 2001

Copyright © 2001 American Chemical Society

Synthesis of a Conformationally Restricted Substrate Analogue of Siderophore Biosynthetases

Matthew D. Surman and Marvin J. Miller*

Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556

marvin.j.miller.2@nd.edu

Received November 1, 2000

Abstract:

A conformationally restricted analogue (5) of N-acetyl-N-hydroxyornithine and -lysine was synthesized. The synthesis features an efficient acylnitroso hetero-Diels-Alder cycloadduct (1) ring opening with palladium(0) and methylnitroacetate.


Download the full text: PDF | HTML