Enantioselective Propargylic Substitution Reactions via Transition Metal–Allenylidene Complexes as Key Intermediates DOI Creative Commons
Yoshiaki Tanabe, Yoshiaki Nishibayashi

Coordination chemistry research., Journal Year: 2024, Volume and Issue: unknown, P. 100003 - 100003

Published: Dec. 1, 2024

Language: Английский

Copper-catalyzed Larock-type cyclization/debenzylation of yne-allylic esters with aliphatic amines DOI

Rongkang Huang,

Yuepeng Lu,

Feng Xu

et al.

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

Published: Jan. 20, 2025

Language: Английский

Citations

0
Ligand-Controlled Copper-Catalyzed Regiodivergent Sulfonylation of Yne-Vinyl Allylic Esters with Sodium Sulfinates DOI

Hui Zhu,

Mingshuai Shen, Zihan Wang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 2415 - 2423

Published: Jan. 27, 2025

Language: Английский

Citations

0
Copper-catalyzed γ-selective yne-allylic substitution of vinyl ethynylethylene carbonates towards a formal [3 + 3] cycloaddition DOI

Yu Bao,

Haihui Zhu,

Hai Huang

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155487 - 155487

Published: Jan. 1, 2025

Language: Английский

Citations

0
Copper-Catalyzed Asymmetric Cloke–Wilson Rearrangement DOI

Jun-Han Yu,

Guo‐Qiang Lin,

Zhi‐Tao He

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 7, 2025

Herein we describe the first transition-metal-catalyzed asymmetric Cloke-Wilson rearrangement through unprecedented propargylic alkenoxylation reaction with enol as O-nucleophile. A set of new chiral PPBOX ligands was prepared to guarantee high enantioselectivity transformation. series polysubstituted dihydrofuran skeletons bearing an alkyne unit in good yield and under very mild conditions, various downstream transformations were facilely conducted access different skeletons.

Language: Английский

Citations

0
Synthesis of Axially Chiral N-Arylpyrroles through the Enantioselective Annulation of Yne-Allylic Esters with a Cooperative Copper-Squaramide Catalysis DOI

Maoyan Liao,

Jixing Li,

Haihui Zhu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 8, 2025

We present a strategy involving central-to-axial chirality conversion for the construction of axially chiral N-arylpyrroles via cooperative copper-squaramide-catalyzed remote propargylic amination/ring closure/rearomatization cascade from yne-allylic esters. The reaction exhibits excellent chemical efficiency and enantioselectivity, good conversion. use squaramide as cocatalyst is crucial success.

Language: Английский

Citations

0
Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates DOI
Jixing Li,

Maoyan Liao,

Haihui Zhu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 12935 - 12945

Published: Sept. 3, 2024

A tandem remote propargylic amination/ring closure/aromatization reaction of vinyl ethynylethylene carbonates and amines has been developed, successfully constructing pyrrole derivatives. The features mild conditions, high regioselectivity, yields, good functional group tolerance, making it an efficient method for synthesis. Importantly, a variety substrates containing natural product skeletons could also be compatibly efficiently converted into pyrroles under the conditions.

Language: Английский

Citations

3
Copper-catalyzed remote asymmetric yne-allylic substitution: construction of thiazolone derivatives with adjacent chiral centers DOI
Zihan Wang,

Jia‐Run Wang,

Yingying Wei

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Herein, we report a highly diastereo- and enantioselective copper-catalyzed remote asymmetric yne-allylic substitution of esters thiazolones.

Language: Английский

Citations

3
Copper-catalyzed yne-allylic substitutions: concept and recent developments DOI Creative Commons
Shuang Yang, Xinqiang Fang

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 2739 - 2775

Published: Oct. 31, 2024

The catalytic (asymmetric) allylation and propargylation have been established as powerful strategies allowing access to enantioenriched α-chiral alkenes alkynes. In this context, combining allylic propargylic substitutions offers new opportunities expand the scope of transition metal-catalyzed substitution reactions. Since its discovery in 2022, copper-catalyzed yne-allylic has undergone rapid development significant progress made using key copper vinyl allenylidene intermediates. This review summarizes developments illustrates influences salt, ligand, pattern substrate on regioselectivity stereoselectivity.

Language: Английский

Citations

1
Enantioselective Propargylic Substitution Reactions via Transition Metal–Allenylidene Complexes as Key Intermediates DOI Creative Commons
Yoshiaki Tanabe, Yoshiaki Nishibayashi

Coordination chemistry research., Journal Year: 2024, Volume and Issue: unknown, P. 100003 - 100003

Published: Dec. 1, 2024

Language: Английский

Citations

0