Palladium-catalysed asymmetric cascade transformations of 4-alken-2-ynyl carbonates to construct complex frameworks DOI Creative Commons

Ze-Liang He,

Li Li, Zhichao Chen

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

A palladium-catalysed asymmetric auto-tandem reaction between 4-alken-2-ynyl carbonates and diverse ortho-functionalized activated alkenes is reported, giving complex frameworks in moderate yields with excellent chemo-, regio- stereoselectivity.

Language: Английский

Deoxygenative hydrohalogenation of propargyl alcohols: Regio- and stereoselective synthesis of unsaturated distal dihalides DOI
Zhihua Wang,

Xiaopeng Zhu,

Xinglei He

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111067 - 111067

Published: March 1, 2025

Language: Английский

Citations

0
Anion Relay Chemistry Enables Stereoselective Carbonyl-Alkyne Metathesis Reactions DOI
Ruipeng Li, Xiang‐Rong Xu, Zhuzhu Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(36), P. 7601 - 7606

Published: Sept. 4, 2024

Dithiane chemistry is increasingly advantageous in the development of novel anion relay (ARC) modes that harness their umpolung properties to address new chemical challenges. Herein, we report use an ARC strategy promote regioselective carbonyl alkyne metathesis (CAM) various compounds with alkynyl 1,3-dithianes. Notably, this transformation provides a platform for obtaining stereodefined polysubstituted 1,3-dienes.

Language: Английский

Citations

4
Palladium-Catalyzed Intermolecular 1,3-Dienylation of Propargyl Esters Involving the Insertion of SO2 DOI

Haohao Jiang,

Mengzhao Yu,

Shuoshuo Zhang

et al.

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

Published: Feb. 20, 2025

A palladium-catalyzed three-component 1,3-dienylation of propargylic esters with DABSO and aryl iodides has been developed. This novel reductive cross-coupling reaction produces 2-sufonylated 1,3-dienes as single products in the presence metal Mn high regio- chemoselectivities. Control experiments demonstrated that transformation may undergo a radical process.

Language: Английский

Citations

0
Transition Metal‐Catalyzed Synthesis of 1,2,3,4‐Tetrasubstituted 1,3‐Dienes from Propargylic Esters DOI

Mengfu Dai,

Lucy Felicity Kabandula,

Lanzhu Tai

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(14)

Published: Jan. 24, 2024

Abstract Transition metal‐catalyzed synthesis of propargylic esters has been widely investigated, offering distinctive opportunities to build 1,3‐diene skeletons. Access 1,2,3,4‐tetrasubstituted 1,3‐dienes a longstanding challenge in organic due great diversity stereoisomers from four substituents and unpredictable regioselectivity. Given the synthetic challenges importance, inventing methods for generation this valuable architecture gathered much more attention. Recently, several intriguing works concerning topic have achieved towards high regio‐ stereoselective elaborate 1,3‐dienes. Herein, concept summarizes recent advances transition construction discusses mechanism as well their applications.

Language: Английский

Citations

3
Recent advances in post Ugi-4CR dearomatizations for constructing spiro heterocycles DOI
Xiao Tang,

Qianqian Tao,

Liangliang Song

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4895 - 4912

Published: Jan. 1, 2024

This review summarizes recent advances in the combination of Ugi-4CR and dearomatization for synthesis spirocycles.

Language: Английский

Citations

3
Platinum-catalyzed Isomerization of Cyclopropenes to 1,3-Dienes DOI Creative Commons
Vladyslav Smyrnov, Antonin Homassel, Leander Choudhury

et al.

Published: May 14, 2024

Herein we report a platinum-catalyzed isomerization of cyclopropenes to 1,3-dienes. Diverse dienylated alcohols were ob-tained in 42-98% yield. The synthetic potential the products was demonstrated by their use Diels-Alder cycloadditions with various dienophiles. Isotope labelling studies provide strong support for mechanism involving pericyclic [1,5]-σ-bond rearrangement vinyl platinum carbene intermediate.

Language: Английский

Citations

0
Palladium(ii)-catalyzed 1,3-heteroaryl acyloxylation of propargylic electrophiles DOI
Shenghan Teng,

Peiyao Liang,

Lin Hu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(15), P. 4077 - 4083

Published: Jan. 1, 2024

Here, we report a regio- and stereo-defined 1,3-heteroaryl acyloxylation of 3-substituted propargylic esters with readily available heteroarenes including indoles, pyrroles, furans thiophenes under palladium catalysis.

Language: Английский

Citations

0
Platinum‐Catalyzed Isomerization of Cyclopropenes to 1,3‐Dienes DOI Creative Commons
Vladyslav Smyrnov, Antonin Homassel, Leander Choudhury

et al.

Helvetica Chimica Acta, Journal Year: 2024, Volume and Issue: 107(9)

Published: July 5, 2024

Abstract Herein we report a platinum‐catalyzed isomerization of cyclopropenes to 1,3‐dienes. Diverse dienylated alcohols were obtained in 42–98 % yield. The synthetic potential the products was demonstrated by their use Diels–Alder cycloadditions with various dienophiles. Isotope labelling studies provide strong support for mechanism involving pericyclic [1,5]‐σ‐bond rearrangement vinyl platinum carbene intermediate.

Language: Английский

Citations

0
Understanding non-covalent interactions in Ni-catalyzed reactions: Mechanistic insights into stereoselective tetrasubstituted allene synthesis DOI

Seoyeon Kim,

Da Seul Lee, Naeem Iqbal

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(9), P. 101082 - 101082

Published: Aug. 20, 2024

Language: Английский

Citations

0
Palladium-catalysed asymmetric cascade transformations of 4-alken-2-ynyl carbonates to construct complex frameworks DOI Creative Commons

Ze-Liang He,

Li Li, Zhichao Chen

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

A palladium-catalysed asymmetric auto-tandem reaction between 4-alken-2-ynyl carbonates and diverse ortho-functionalized activated alkenes is reported, giving complex frameworks in moderate yields with excellent chemo-, regio- stereoselectivity.

Language: Английский

Citations

0