Concepedia

Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived Alkenes

Xing Gao, Dongyu Zhu, Yuehua Chen, Hao Deng, Feng Jiang, Wei Wang, Yongjun Wu, Hongchao Guo

Organic Letters · 2020 · 35 citations · 49 references

DOI

Abstract

A palladium/XantPhos-catalyzed [5 + 2] annulation of VECs with electron-deficient alkenes having an isolated carbon-carbon double bond has been developed to afford spirobarbiturate-tetrahydrooxepines. This study provides an expedient assembly of biologically interesting spirobarbiturate-tetrahydrooxepines. The easy scalability and versatile transformability of the reaction products were also exhibited.

References

49

Highly Stereoselective Olefin Cyclopropanation of Diazooxindoles Catalyzed by a <i>C</i><sub>2</sub>-Symmetric Spiroketal Bisphosphine/Au(I) Complex

Zhong‐Yan Cao, Xiaoming Wang, Chen Tan et al. · Journal of the American Chemical Society · 2013 · 353 citations

, , +12

Construction of Nine‐Membered Heterocycles through Palladium‐Catalyzed Formal [5+4] Cycloaddition

Li‐Cheng Yang, Zi‐Qiang Rong, Ya‐Nong Wang et al. · Angewandte Chemie International Edition · 2017 · 287 citations

Palladium‐Catalyzed Asymmetric Decarboxylative Cycloaddition of Vinylethylene Carbonates with Michael Acceptors: Construction of Vicinal Quaternary Stereocenters

Ajmal Khan, Lei Yang, Jing Xu et al. · Angewandte Chemie International Edition · 2014 · 262 citations

, , +13

Catalytic Asymmetric Synthesis of Aromatic Spiroketals by SpinPhox/Iridium(I)‐Catalyzed Hydrogenation and Spiroketalization of α,α′‐Bis(2‐hydroxyarylidene) Ketones

Xiaoming Wang, Zhaobin Han, Zheng Wang et al. · Angewandte Chemie International Edition · 2011 · 260 citations

, , +16

Highly Enantioselective [5 + 2] Annulations through Cooperative N-Heterocyclic Carbene (NHC) Organocatalysis and Palladium Catalysis

Santanu Singha, Tuhin Patra, Constantin G. Daniliuc et al. · Journal of the American Chemical Society · 2018 · 246 citations

, , +13