An Inverse Electron Demand Azo-Diels–Alder Reaction ofo-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines

2018 ◽  
Vol 83 (8) ◽  
pp. 4775-4785 ◽  
Author(s):  
Dmitry V. Osipov ◽  
Vitaly A. Osyanin ◽  
Guzel’ D. Khaysanova ◽  
Elvira R. Masterova ◽  
Pavel E. Krasnikov ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Quinone Methides ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

Enantioselective synthesis of dihydrocoumarin derivatives by chiral scandium(iii)-complex catalyzed inverse-electron-demand hetero-Diels–Alder reaction

2015 ◽  
Vol 51 (18) ◽  
pp. 3835-3837 ◽  
Author(s):  
Haipeng Hu ◽  
Yangbin Liu ◽  
Jing Guo ◽  
Lili Lin ◽  
Yali Xu ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Enantioselective Synthesis ◽  
Quinone Methides ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

An asymmetric inverse-electron-demand hetero-Diels–Alder reaction between o-quinone methides and azlactones to generate potentially pharmacological active dihydrocoumarins has been achieved efficiently by using a chiral N,N′-dioxide–Sc(iii) complex as the catalyst.

A chiral scandium-complex-catalyzed asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o-quinone methides with fulvenes

2018 ◽  
Vol 54 (1) ◽  
pp. 74-77 ◽  
Author(s):  
Jianlin Zhang ◽  
Lili Lin ◽  
Changqiang He ◽  
Qian Xiong ◽  
Xiaohua Liu ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Optically Active ◽  
Diels Alder ◽  
Quinone Methides ◽  
Inverse Electron Demand ◽  
Highly Efficient ◽  
Diels Alder Reaction ◽  
High Yields ◽  
Electron Demand

A highly efficient asymmetric [4+2] cycloaddition of o-quinone methides with fulvenes has been realized using a chiral N,N′-dioxide/Sc(iii) complex as the catalyst. The corresponding optically active chromane derivatives were obtained in high yields with excellent dr and ee values.

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