E-viri
Recenzirano
-
Biagiotti, Giacomo; Legnani, Laura; Aresta, Giusi; Chiacchio, Maria A; Richichi, Barbara
European journal of organic chemistry, 11/2022, Letnik: 2022, Številka: 43Journal Article
The synthesis and reactivity in an 4+2 inverse electron demand hetero Diels‐Alder reaction (ihDA) of an original class of electron‐poor heterodienes, the N‐substituted‐1H‐benzoc1,2thiazin‐4‐one‐2,2‐dioxides, are described. These are highly reactive electrophiles that allow easy access to unprecedented benzo‐thiazine glyco‐fused derivatives in a remarkably selective way, even when using acetylated glycals, previously unexplored within this version of ihDA. DFT calculations support the experimental data, and moreover show that acetylated dienophiles can easily react making cycloadditions feasible.In memory of Prof. Giovanni Romeo, who gave a fundamental contribution to the field of cycloaddition reactions
