Title

Chain Extension of Amino Acid Skeletons: Preparation of Ketomethylene Isosteres

Abstract

Ketomethylene isosteric replacements for peptide bonds were generated through a zinc carbenoid-mediated chain extension reaction in which a variety of amino acid-derived β-keto esters are converted to γ-keto esters in a single step. The reaction tolerates a variety of protecting groups and amino acid side chains with no epimerization of the amino acid stereocenter.

Publication Date

2-24-2003

Journal Title

Tetrahedron

Publisher

Elsevier

Digital Object Identifier (DOI)

10.1016/S0040-4020(03)00052-8

Document Type

Article

Rights

Copyright © 2003, Elsevier