Nickel‐Catalyzed α‐selective Hydroalkylation of Vinylarenes DOI
Jia-Wang Wang,

Qingwei Zhu,

Deguang Liu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(47)

Published: Aug. 12, 2024

Abstract C( sp 3 ) centers adjacent to (hetero) aryl groups are widely present in physiologically active molecules. Metal‐hydride‐catalyzed hydroalkylation of alkenes represents an efficient means forging )−C( bonds, boasting advantages as a wide source substrates, mild reaction conditions, and facile selectivity manipulation. Nevertheless, the vinylarenes encounters constraints terms substrate scope, necessitating employment activated alkyl halides or containing chelating groups, remains challenge. In this context, we report general nickel‐hydride‐catalyzed protocol for vinylarenes. Remarkably, system enables α‐selective both heteroaryl under extra ligand‐free condition, demonstrating excellent coupling efficiency selectivity. Furthermore, through incorporation chiral bisoxazoline ligands, have achieved regio‐ enantioselective vinylpyrroles, thereby facilitating synthesis α‐branched alkylated pyrrole derivatives.

Language: Английский

Synthesis of C-glycosides enabled by palladium-catalyzed glycosylation reactions DOI

Wenli Tong,

Jie‐Ping Wan, Jianchao Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6918 - 6941

Published: Jan. 1, 2024

This review highlights the recent progress in palladium-catalyzed C -glycosylation reactions for synthesis of -glycosides.

Language: Английский

Citations

1

Cobalt‐Catalyzed Facial‐Selective Hydroalkylation of Cyclopropenes DOI
Zhilin Zhang, Zhen Li,

Yuantai Xu

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(30)

Published: May 31, 2023

Abstract Cyclopropene hydrofunctionalization has been a promising strategy for accessing multi‐substituted cyclopropanes; however, cyclopropene hydroalkylation remains underdeveloped. Herein, we report low‐valent CoH‐catalyzed facial‐selective to access cyclopropanes. This reaction exhibits broad substrate scope of alkyl halides and cyclopropenes tolerates many functional groups. Moderate‐to‐good facial‐selectivity is obtained without any directing Mechanism studies provide evidence that radicals are generated from irreversible CoH insertion responsible the facial‐selectivity. Our preliminary exploration demonstrates asymmetric can be realized conspicuous auxiliary

Language: Английский

Citations

2

Highly Regio-/Stereoselective Synthesis of Carbohydrates with Unsaturated Glycosyl Donors under Mild Conditions DOI
Nengzhong Wang, Nianyu Huang, Hui Yao

et al.

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: June 19, 2024

Abstract Carbohydrates and their conjugates play important roles in life activities drug development. Our group was committed to the general effective glycosylation methods application chemical biology using unsaturated glycosyl donors. In past five years, we have reported several synthetic strategies with high stereoselectivity milder conditions compared previous works. particular, chemo-/regio- stereoselective O-glycosylation, C-glycosylation S-glycosylation could be achieved via palladium catalysis under open-air at room temperature. this Account, will introduce our research progress constructing four types of glycosides. 1 Introduction 2 Stereoselective Synthesis O-Glycosides 3 C-Glycosides 4 N-Glycosides 5 S-Glycosides 6 Conclusion

Language: Английский

Citations

0

Radical Alkylation and Protonation Induced anti-Markovnikov Hydroalkylation of Unactivated Olefins via Cobalt Catalysis DOI
Shanshan Huang, Xiaoyang Chen,

Zhangwenyi Xu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(69), P. 9258 - 9261

Published: Jan. 1, 2024

A cobalt catalyzed reductive hydroalkylation of unactivated olefins with anti-Markovnikov selectivity was reported to access complex alkyl amides.

Language: Английский

Citations

0

Nickel‐Catalyzed α‐selective Hydroalkylation of Vinylarenes DOI
Jia-Wang Wang,

Qingwei Zhu,

Deguang Liu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(47)

Published: Aug. 12, 2024

Abstract C( sp 3 ) centers adjacent to (hetero) aryl groups are widely present in physiologically active molecules. Metal‐hydride‐catalyzed hydroalkylation of alkenes represents an efficient means forging )−C( bonds, boasting advantages as a wide source substrates, mild reaction conditions, and facile selectivity manipulation. Nevertheless, the vinylarenes encounters constraints terms substrate scope, necessitating employment activated alkyl halides or containing chelating groups, remains challenge. In this context, we report general nickel‐hydride‐catalyzed protocol for vinylarenes. Remarkably, system enables α‐selective both heteroaryl under extra ligand‐free condition, demonstrating excellent coupling efficiency selectivity. Furthermore, through incorporation chiral bisoxazoline ligands, have achieved regio‐ enantioselective vinylpyrroles, thereby facilitating synthesis α‐branched alkylated pyrrole derivatives.

Language: Английский

Citations

0