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

Asymmetric Multicomponent Propargylations via Carbon Dioxide Shuttling and Fixation DOI

Zi‐Han Li,

Jiang-Shan Ma,

Han-Yu Lu

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(15), P. 11646 - 11656

Published: July 22, 2024

Language: Английский

Citations

6
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
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
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

2
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