Asymmetric synthesis of acyclic N–N axially chiral indole compounds via catalytic N-acylation reaction DOI

Zilu Huang,

Yunyi Xu,

Wei Lin

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5437 - 5442

Published: Jan. 1, 2024

Herein, we present an enantioselective synthesis of N -aminoindoles bearing a N–N axis via chiral isothiourea catalyzed asymmetric -acylation. Notably, some the products exhibited promising cytotoxicity activities against cancer cell lines.

Language: Английский

Enantioselective synthesis of molecules with multiple stereogenic elements DOI Creative Commons
Arthur Gaucherand, Expédite Yen‐Pon,

Antoine Domain

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(22), P. 11165 - 11206

Published: Jan. 1, 2024

This review explores the fascinating world of molecules featuring multiple stereogenic elements, unraveling different strategies designed over years for their enantioselective synthesis.

Language: Английский

Citations

12
Catalytic atroposelective synthesis of indolyl quinazolinones bearing N–N/C–C diaxes DOI

Ning‐Yi Wang,

Shuo Gao,

Zhiwei Shu

et al.

Science China Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 9, 2025

Language: Английский

Citations

1
Atroposelective [4+1] Annulation for the Synthesis of Isotopic Isoindolinones Bearing both Central and Axial Chirality DOI Creative Commons

Jun Gu,

Lihong Zhang,

Hongfeng Zhuang

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Isotopically chiral molecules have drawn much attention due to their practical applications in drug discovery. However, existing studies this area are mainly limited centrally and H/D exchange. Herein, we report a phosphoric acid-catalyzed atroposelective [4+1] annulation of ketoaldehydes 1H-indol-1-amines. By means strategy, series D- 18O-labeled atropisomers featuring both central axial chiralities synthesized with high enantioselectivities diastereoselectivities good excellent isotopic incorporation. Experimental density functional theory suggest that the reaction involves sequential condensation, cyclization isomerization cascade, which second step is enantio-determining process.

Language: Английский

Citations

0
Asymmetric synthesis of acyclic N–N axially chiral indole compounds via catalytic N-acylation reaction DOI

Zilu Huang,

Yunyi Xu,

Wei Lin

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5437 - 5442

Published: Jan. 1, 2024

Herein, we present an enantioselective synthesis of N -aminoindoles bearing a N–N axis via chiral isothiourea catalyzed asymmetric -acylation. Notably, some the products exhibited promising cytotoxicity activities against cancer cell lines.

Language: Английский

Citations

3