Organocatalytic asymmetric synthesis of tetrahydrocarbazoles via an inverse-electron-demand Diels–Alder reaction of 2,3-indole-dienes with enals

2018 ◽  
Vol 5 (23) ◽  
pp. 3430-3434 ◽  
Author(s):  
Bo-Qi Gu ◽  
Wu-Lin Yang ◽  
Shu-Xiao Wu ◽  
Yan-Bing Wang ◽  
Wei-Ping Deng
Keyword(s):  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

A novel 2,3-indole-diene synthon was designed and first applied to an inverse-electron-demand Diels–Alder reaction to construct tetrahydrocarbazoles with excellent stereoselectivities.

The catalytic asymmetric synthesis of tetrahydropyridazines via inverse electron-demand aza-Diels–Alder reaction of enol ethers with azoalkenes

2015 ◽  
Vol 51 (84) ◽  
pp. 15374-15377 ◽  
Author(s):  
Liang Wei ◽  
Chun-Jiang Wang
Keyword(s):  
Asymmetric Synthesis ◽  
Good Yield ◽  
Alder Reaction ◽  
Diels Alder ◽  
Enol Ethers ◽  
Inverse Electron Demand ◽  
Catalytic Asymmetric Synthesis ◽  
Diels Alder Reaction ◽  
Catalytic Asymmetric ◽  
Electron Demand

A highly efficient catalytic asymmetric IEDDA reaction of azoalkenes with enol ethers is reported. This methodology provides a facile entry to biologically important tetrahydropyridazines in good yield with good to excellent ee.

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