Strategies and Methods for the Catalytic Asymmetric Synthesis of Benzofuran/Benzopyran Fused Acetals: A Review DOI
Yushuang Chen, Yulong Zhang, Dong Zhang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4320 - 4333

Published: Nov. 17, 2023

Benzofuran- and benzopyran-fused polycyclic acetals are found in a variety of biologically active natural products. The synthetic methods toward this class heterocycles have fascinated one the most intensive pursuits total synthesis. Nevertheless, stereoselective towards rapid construction such skeletons still remain challenging for organic chemists. Significant progress has been made research area recent years, however, literature on enantioselective approaches to construct these molecules not fully reviewed. Driven by their intriguing complex scaffolds with potential usefulness, we compose advances review covering all important works field. We hope will promote future area.

Language: Английский

Synthesis of dihydropyrazoles enabled by Pd-catalyzed carboamination of alkenyl hydrazones with alkenyl and aryl halides DOI

Yinqiang Wang,

Shuaijie Wu,

Lei Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(15), P. 4104 - 4109

Published: Jan. 1, 2022

The synthesis of dihydropyrazoles enabled by Pd-catalyzed carboamination alkenyl hydrazones with or aryl halides is described. This method provides a practical and efficient route towards the functionalized dihydropyrazoles.

Language: Английский

Citations

13

Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization of norbornene and norbornadiene DOI

Mengna Tao,

Wenbo Li, Junliang Zhang

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(86), P. 13125 - 13128

Published: Jan. 1, 2020

A highly enantioselective Pd/Xiang-Phos-catalyzed carbohetero-functionalization of norbornene is described, giving a direct access to various chiral norbornane-fused dihydrofurans and dihydro-pyrroles. This synthetic methodology provides the first example asymmetric carboetherification norbornene, also tolerates norbornadiene well.

Language: Английский

Citations

20

Pd-Catalyzed Migratory 1,1-Cycloannulation Reaction of Alkenes DOI

Jinping Wang,

Tao Liu, Yichen Wu

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 18, 2024

Here, we report a novel strategy for the preparation of diverse heterocycles via Pd-catalyzed migratory 1,1-cycloannulation reaction (MCAR) alkenes. Starting from readily available alkenyl amines and alcohols, this approach allows formation wide range five- to seven-membered azaheterocycles oxaheterocycles with high efficiency good functional group tolerance. The key realization is use 4-iodophenol or 2-iodophenol derivatives where phenolic hydroxyl plays critical role in controlling direction migration ring-size through quinone methide intermediate.

Language: Английский

Citations

2

Catalytic σ‐Bond Annulation with Ambiphilic Organohalides Enabled by β‐X Elimination** DOI Creative Commons

Hui‐Qi Ni,

Jing‐Cheng Dai,

Shouliang Yang

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(34)

Published: June 12, 2023

We describe a catalytic cascade sequence involving directed C(sp3 )-H activation followed by β-heteroatom elimination to generate PdII (π-alkene) intermediate that then undergoes redox-neutral annulation with an ambiphilic aryl halide access 5- and 6-membered (hetero)cycles. Various alkyl )-oxygen, nitrogen, sulfur bonds can be selectively activated, the proceeds high diastereoselectivity. The method enables modification of amino acids good retention enantiomeric excess, as well σ-bond ring-opening/ring-closing transfiguration low-strain heterocycles. Despite its mechanistic complexity, employs simple conditions is operationally straightforward perform.

Language: Английский

Citations

5

Strategies and Methods for the Catalytic Asymmetric Synthesis of Benzofuran/Benzopyran Fused Acetals: A Review DOI
Yushuang Chen, Yulong Zhang, Dong Zhang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4320 - 4333

Published: Nov. 17, 2023

Benzofuran- and benzopyran-fused polycyclic acetals are found in a variety of biologically active natural products. The synthetic methods toward this class heterocycles have fascinated one the most intensive pursuits total synthesis. Nevertheless, stereoselective towards rapid construction such skeletons still remain challenging for organic chemists. Significant progress has been made research area recent years, however, literature on enantioselective approaches to construct these molecules not fully reviewed. Driven by their intriguing complex scaffolds with potential usefulness, we compose advances review covering all important works field. We hope will promote future area.

Language: Английский

Citations

5