“Conformationally restricted β-amino acid isosteres prepared through regioselectively controlled aza-annulation.”
1993; Elsevier BV; Volume: 34; Issue: 51 Linguagem: Inglês
10.1016/s0040-4039(00)61389-8
ISSN1873-3581
AutoresK. Paulvannan, John R. Stille,
Tópico(s)Chemical Synthesis and Analysis
ResumoA variety of electron withdrawing substituents were used to enhance the aza-annulation of enamines with acryloyl chloride, to direct the regioselectivity of alkene formation, and to facilitate hydrogenation of the unsaturated annulation product. The resulting δ-lactam products were β-amino acid analogs with structural features similar to those of established peptide isosteres.
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