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Congratulations to Li, Xuechao, Chao and Wenhua for their work puiblished in Angew Chem !


 

Congratulations to Li, Xuechao, Chao and Wenhua for their work puiblished in Angew Chem !

In this communication, a type II nitroso–ene cyclization was developed for the construction of morphan derivatives with good functional-group tolerance. DFT calculations revealed that the nitroso–ene reaction proceeds in a stepwise manner involving diradical or zwitterionic intermediates. The rate-determining step is C−N bond formation, followed by a rapid hydrogen-transfer step with a chair-conformation transition state. The current approach was also successfully applied in the first total synthesis of (±)-kopsone, a highly strained yet simple morphan-type alkaloid isolated from Kopsia macrophylla.

The DFT calculation was supported by the Yu group at Peking University (Mr. Qi Cui and Prof. Dr. Zhi-Xiang Yu).

http://onlinelibrary.wiley.com/doi/10.1002/anie.201706018/full


2017/8/14