2 research outputs found
An Access to Aza-Freidinger Lactams and <i>E</i>‑Locked Analogs
Freidinger lactams, possessing a peptide bond configuration locked to <i>Z</i>, are important key elements of conformationally restricted peptidomimetics. In the present work, the C<sub>α</sub>H<sub><i>i+</i>1</sub> unit has been replaced by N, leading to novel aza-Freidinger lactams. A synthesis to corresponding building blocks and their <i>E</i>-locked analogs is introduced. The versatile buildings blocks reported here are expected to serve as useful elements in peptide synthesis
Synthesis of 1‑Arylcycloalkenamines by Intramolecular Arylation of Lithiated Ureas
The deprotonation of <i>N</i>′-arylurea derivatives
of cyclohexenamines by alkyllithiums leads to migration of the <i>N</i>′-aryl substituent from N′ to the allylic
position α to N via rearrangement of a urea-stabilised allyllithium
intermediate. The product ureas may be solvolysed to reveal 1-arylcyclohexenamines