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

Copper-Catalyzed Remote Regio- and Enantioselective Yne-Allylic Substitution of Coumarins DOI

Tingrui Yin,

Chunhui Zhao,

Chaochao Yao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(28), P. 5961 - 5965

Published: July 10, 2024

Chiral coumarins and their derivatives are prominent bioactive structural units present in a wide range of natural products pharmaceutical candidates. Therefore, the development straightforward efficient methodologies for synthesis readily functionalized chiral is significant interest. Herein we report an enantioselective copper-catalyzed yne-allylic substitution coumarins, resulting highly regioselective diverse new classes coumarin with high efficiency excellent functional group tolerance. Subsequent versatile transformations further demonstrate substantial synthetic potential this strategy field biochemical research.

Language: Английский

Citations

5
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 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

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