Tetrahedron Letters p. 3809 - 3812 (1997)
Update date:2022-08-02
Topics:
Smith III, Amos B.
Benowitz, Andrew B.
Favor, David A.
Sprengeler, Paul A.
Hirschmann, Ralph
To access mimics of peptide β-strands (1), scalemic 3,5,5-trisubstituted pyrrolin-4-ones bearing the tyrosine, serine, and lysine side-chains have been generated via cyclization of metalated imino esters and deprotection. The functionalized imino esters were prepared by asymmetric alkylation of a common oxazolidinone precursor (2) derived from L-rhenylglycine.
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