Divergent synthesis of pyrrolizine derivatives through C−H bond functionalization of pyrroles

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(51), P. 6536 - 6539

Published: Jan. 1, 2024

Presented herein is the synthesis of diversely functionalized pyrrolizines from reaction

Language: Английский

Enantioselective Construction of Spirooxindole‐γ‐butyrolactones via NHC‐Bound Isobenzofulvene [10π+2π] Cycloaddition

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 12, 2025

Comprehensive Summary We report an N ‐heterocyclic carbene (NHC)‐catalyzed [10π+2π] cycloaddition between indene‐2‐carbaldehydes and isatins, delivering spirooxindole‐γ‐butyrolactones with moderate yields (up to 68%) excellent enantioselectivity 93% ee). This transformation proceeds via NHC‐bound isobenzofulvene intermediates represents the first successful application of all‐carbon higherene in NHC‐catalyzed cycloadditions.

Language: Английский

Organocatalytic Enantioselective Synthesis of Polycyclic Benzosultams from 2-Amino-β-nitrostyrenes with Cyclic N-Sulfonyl Ketimines

Organic Letters, Journal Year: 2024, Volume and Issue: 26(7), P. 1472 - 1477

Published: Feb. 13, 2024

A highly efficient enantioselective [4 + 2] cycloaddition of 2-amino-β-nitrostyrenes with cyclic N-sulfonyl ketimines has been developed. This reaction utilizes an organocatalytic approach, employing a multiple-hydrogen-bonding bifunctional squaramide-based catalyst. The process allows for the precise synthesis chiral polycyclic benzosultams, showcasing intricate structures that incorporate quaternary centers. Noteworthy outcomes this method include high yields excellent enantioselectivities and diastereoselectivities (up to 97% yield, 96% ee, >20:1 dr).

Language: Английский