Palladium-catalyzed asymmetric [4 + 3] cycloaddition of methylene-trimethylenemethane: access to seven-membered exocyclic axially chiral allenes-Reference-Cited by-同舟云学术

Palladium-catalyzed asymmetric [4 + 3] cycloaddition of methylene-trimethylenemethane: access to seven-membered exocyclic axially chiral allenes

Published:2024 Issue:25 Volume:15 Page:9703-9708
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Wu Yafei¹,Wang Zhuo¹,Shan Yuqian¹,Ma Yukun¹,Li Teng¹,Yuan Chunhao²^ORCID,Guo Hongchao³^ORCID,Mao Biming¹^ORCID

Affiliation:

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

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

3. Department of Applied Chemistry and Innovation Center of Pesticide Research, China Agricultural University, Beijing 100193, China

Abstract

A palladium-catalyzed asymmetric [4 + 3] cycloaddition of the methylene-trimethylenemethane donor with an azadiene has been developed, affording benzofuro[3,2-b]azepine-derived exocyclic chiral allene with control of axial and point chirality.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Shandong Province

Taishan Scholar Project of Shandong Province

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/SC/D4SC01649A

Reference71 articles.

1. N.Krause and A. S. K.Hashmi , Modern Allene Chemistry , Wiley-VCH , Weinheim, Germany , 2004 , pp. 877–923

2. Synthesis and Properties of Allenic Natural Products and Pharmaceuticals

3. Allenes in Asymmetric Catalysis: Asymmetric Ring Opening of meso-Epoxides Catalyzed by Allene-Containing Phosphine Oxides

4. Chiral Allene-Containing Phosphines in Asymmetric Catalysis

5. Allenes in Catalytic Asymmetric Synthesis and Natural Product Syntheses

Cited by 1 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Phosphine-Catalyzed Crossed Rauhut–Currier-Type Coupling and [3 + 2]-Cycloaddition of 2-Alkylidene-3-oxindoles with Alkenes and Allenes to Access β,γ-Unsaturated Enones and Polycyclic Oxindoles;The Journal of Organic Chemistry;2024-09-06