Catalytic Asymmetric Cycloadditions of Cyclic Sulfamidate Imines: Straightforward Access to Chiral N‐Heterocycles

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(19), С. 3926 - 3942

Опубликована: Июль 25, 2024

Abstract Chiral N‐heterocyclic compounds are key structures in natural and pharmaceuticals, they serve as essential building blocks of functional materials. Catalytic asymmetric cycloaddition reactions represent one the most efficient synthetic strategies for constructing optically active heterocycles. Cyclic sulfamidate imines have recently come to be extensively studied widely utilized both organocatalytic transition metal‐catalyzed cycloadditions, where been shown provide various N‐fused‐heterocycles spiro‐cycles exhibiting high efficiencies with excellent stereoselectivities. This review highlights recent advancements catalytic cycloadditions cyclic stereoselective synthesis biologically sulfamidate‐containing heterocycles since 2012 while focusing on diverse reactivities mechanisms chiral induction catalysis.

Язык: Английский

Asymmetric [4+2] annulation of N-sulfonyl ketimines: access to N-heterocycles bearing 1,3-nonadjacent stereocenters with a quaternary carbon center

Chemical Synthesis, Год журнала: 2024, Номер 4(4)

Опубликована: Дек. 20, 2024

An organocatalytic [4+2] annulation of N -sulfonyl ketimines with aminochalcones has been developed to afford the benzenesulfonamide fused tetrahydroquinazoline compounds under mild conditions excellent stereoselectivity (up 99% ee). This method provides a concise and efficient approach for construction -heterocyclic bearing 1,3-nonadjacent stereocenters quaternary carbon center.

Язык: Английский