1.
Angew Chem Int Ed Engl
; 62(42): e202310436, 2023 Oct 16.
Artigo
em Inglês
| MEDLINE
| ID: mdl-37599267
RESUMO
The reactivity of novel chiral lactamide-substituted diselenide-based reagents under oxidative conditions was exploited to develop a metal-free method for the preparation of enantioenriched allenylamides from simple alkynes in good yields, and with enantiomeric excesses up to 99 %. The key of the success in this method is attributed to the hydrogen-bonded lactamide appendages that ensure configurational stability of chiral vinyl selenoxide intermediates for an optimal enantiotopic ß-syn-elimination step.