Palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates: access to bridged eight-membered oxygen heterocycles-Reference-Cited by-同舟云学术

Palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates: access to bridged eight-membered oxygen heterocycles

Published:2024 Issue:10 Volume:11 Page:2864-2869
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Lin Huawei¹,Mao Biming²^ORCID,Han Bing¹,Luo Jiayi¹,Ge Yanqing¹,Zhang Xuerui²,Wang Chang²^ORCID,Guo Hongchao³^ORCID,Yuan Chunhao¹^ORCID

Affiliation:

1. School of Chemistry and Pharmaceutical Engineering, Shandong First Medical University & Shandong Academy of Medical Sciences, Taian 271016, Shandong, P. R. China

2. School of Pharmaceutical Sciences & Institute of Materia Medica, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan 250117, Shandong, P. R. China

3. Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China

Abstract

A novel palladium-catalyzed [4 + 4] cycloaddition of 2-pyrones with 2-alkylidenetrimethylene carbonates has been developed for the synthesis of bridged eight-membered oxygen heterocycles in good yields and with excellent stereoselectivities.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Shandong Province

Taishan Scholar Foundation of Shandong Province

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/QO/D4QO00329B

Reference71 articles.

1. Acremine G, Dimeric Metabolite from Cultures of Acremonium byssoides A20

2. Enzymatic catalysis favours eight-membered over five-membered ring closure in bicyclomycin biosynthesis

3. Integrastatins: structure and HIV-1 integrase inhibitory activities of two novel racemic tetracyclic aromatic heterocycles produced by two fungal species

4. Quinofuracins A–E, Produced by the Fungus Staphylotrichum boninense PF1444, Show p53-Dependent Growth Suppression

5. Reactivity of quinone methides with carbenes generated from α-diazocarbonyl compounds and related compounds