Journal article
A Solid-Phase Synthetic Route to Unnatural Amino Acids with Diverse Side-Chain Substitutions
Abstract
Reacting imine derivatives of resin-bound amino acids with alpha,omega-dihaloalkanes provides highly versatile intermediates to racemic alpha,alpha-disubstituted amino acids with a wide variety of side-chain functionality. Two strategies were developed to convert the intermediate omega-chloro or omega-bromo derivatives to the desired products. Together, they allow the creation of amino acids with diverse functionalities (omega-chlorides, …
Authors
Scott WL; O'Donnell MJ; Delgado F; Alsina J
Journal
The Journal of Organic Chemistry, Vol. 67, No. 9, pp. 2960–2969
Publisher
American Chemical Society (ACS)
Publication Date
May 1, 2002
DOI
10.1021/jo016236i
ISSN
0022-3263