Resumen
Abstract: A versatile and chemoselective intramolecular oxa-Michael reaction of α,β-unsaturated ester tethered on a prebuilt stereodefined β-lactam ring in a novel synthesis of a bicyclic scaffold of 1,4-oxazepane embedded on the β-lactam ring has been developed. The tandem process involves a successive deprotection of the O-isopropylidene group, followed by the chemoselective nucleophilic conjugate addition of 2° hydroxy functionalities of vic diol to the unsaturated esters preferentially 7-exo-trig mode of ring closure. The developed protocol proceeded well under mild alkaline conditions and furnished a novel scaffold of bicyclic β-lactam featuring 1,4-oxazepane rings in a high chemoselective fashion.[Equation not available: see fulltext.]
Idioma original | Inglés |
---|---|
Páginas (desde-hasta) | 117-124 |
Número de páginas | 8 |
Publicación | Moscow University Chemistry Bulletin |
Volumen | 77 |
N.º | 2 |
DOI | |
Estado | Publicada - abr. 2022 |
Publicado de forma externa | Sí |