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

Shuixiu Su,

Ying Chen, Qiyu Wang

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 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.

Язык: Английский

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

Manqing Wang,

Yuanshuang Xu,

Huihang Hou

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(51), С. 6536 - 6539

Опубликована: Янв. 1, 2024

Presented herein is the synthesis of diversely functionalized pyrrolizines from reaction

Язык: Английский

Процитировано

5

Organocatalytic Enantioselective Synthesis of Polycyclic Benzosultams from 2-Amino-β-nitrostyrenes with Cyclic N-Sulfonyl Ketimines DOI
Yoseop Kim, Ji Won Han, Sung‐Gon Kim

и другие.

Organic Letters, Год журнала: 2024, Номер 26(7), С. 1472 - 1477

Опубликована: Фев. 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).

Язык: Английский

Процитировано

3

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

Shuixiu Su,

Ying Chen, Qiyu Wang

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 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.

Язык: Английский

Процитировано

0