Cited by Enantioselective Mannich Reaction between Cyclic <i>N</i>-Sulfonyl Ketimines and Isatin-Derived Ketimines

Advances in organocatalytic asymmetric [3 + 3] cycloadditions: synthesis of chiral six-membered (hetero)cyclic compounds DOI

Ziqi Zhu,

Tian‐Zhen Li,

Sijia Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5573 - 5604

Published: Jan. 1, 2024

This review has summarized the development of organocatalytic asymmetric [3 + 3] cycloadditions and given insights into remaining challenges to promote future this field.

Language: Английский

Citations

Atroposelective Access to Dihydropyridinones with C–N Axial and Point Chirality via NHC-Catalyzed [3 + 3] Annulation DOI

Yanting Li, Xiaoyong Duan,

Chengxian Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(15), P. 11299 - 11309

Published: July 14, 2023

An N-heterocyclic carbene-catalyzed atroposelective [3 + 3] annulation of enals with 2-aminomaleate derivatives is described. A series substituted dihydropyridones bearing both C-N axis and point chirality were synthesized good diastereo- enantioselectivity under mild conditions. This efficient strategy successfully superpositions an extra chiral element axial backbone, the generated structurally interesting atropisomers may have potential application in drug discovery.

Language: Английский

Citations

NHC‐Catalyzed Remote γ,δ–Protonation and Formal [3+3] Annulation to Access Functionalized Dihydropyridinones DOI

Chengxian Yang,

A. V. Pan, Jing Qi

et al.

Asian Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 8, 2025

Abstract We have developed an N ‐heterocyclic carbene (NHC)‐catalyzed [3+3] annulation of α,β−γ,δ‐unsaturated aldehydes with enamines for the asymmetric synthesis dihydropyridinone that bearing all‐carbon quaternary center. This strategy proceeding via NHC‐mediated γ,δ–protonation α,β−γ,δ−unsaturated aldehydes, followed by cycloadditions. protocol delivers a wide range substituited dihydropyridinones in good yields excellent enantioselectivities.

Language: Английский

Citations

N-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of 5-Aminopyrazoles with Enals: Enantioselective Synthesis of Pyrazolo[3,4-b]pyridones DOI

Jiahan Li, Xiaoyong Duan, Xiaojie Ren

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(23), P. 16621 - 16632

Published: Nov. 15, 2023

An enantioselective construction of pyrazolo[3,4-b]pyridones was achieved via N-heterocyclic carbene-catalyzed [3 + 3] annulation enals with 5-aminopyrazoles. This protocol not only offers a highly efficient synthetic approach for the preparation various substituted but also provides an effective method rapid synthesis enantiopure spirooxindone derivatives.

Language: Английский

Citations

NHC‐Activations on α‐, β‐, γ‐, and Beyond DOI

Xiaoyu Chen,

Pengyu He,

Siqi Xia

et al.

The Chemical Record, Journal Year: 2023, Volume and Issue: 23(7)

Published: March 14, 2023

Abstract Over the recent decades, due to special electronic characteristics and diverse reactivities, N‐heterocyclic carbene (NHC) has received significant interest in organocatalyzed reactions. The formation of Breslow intermediates by NHC can convert into acyl anion equivalent, enolates, homoenolate, azolium, vinyl enolate etc ., cycloaddition reactions these species attracted lots attention. In this review, we focus on summry development NHC‐activation carbonyl carbon (or imine carbon) situ , α‐, β‐, γ‐, beyond, reaction species.

Language: Английский

Citations

N-heterocyclic carbene-catalyzed direct enantioselective synthesis of dihydroisoxazolo[5,4-b]pyridin-6-ones DOI

Xiaoxia Huang,

Yarui Li,

Jieyin He

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(4), P. 963 - 969

Published: Jan. 1, 2023

A novel N-heterocyclic carbene (NHC)-catalyzed asymmetric [3 + 3] cycloaddition between α-bromoenals and 5-aminoisoxazoles has been developed.

Language: Английский

Citations

NHC-catalyzed [3 + 3] cycloaddition of α-bromoenals with nitroketene aminals or nitroketene N,S-acetals: synthesis of nitro-containing dihydropyridin-2-ones DOI

Yarui Li,

Xiaoxia Huang,

Shiyong Peng

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(7), P. 1399 - 1403

Published: Jan. 1, 2023

An efficient N-heterocyclic carbene (NHC)-catalyzed [3 + 3] cycloaddition of α-bromoenals with β-nitro enamines has been developed.

Language: Английский

Citations

Enantioselective Mannich Reaction between Cyclic N-Sulfonyl Ketimines and Isatin-Derived Ketimines DOI

Yao-Yao Mei,

Chong-Xiao Xu,

Feng Sha

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13272 - 13283

Published: Sept. 9, 2024

An enantioselective Mannich reaction with cyclic

Language: Английский

Citations