Aminocatalyzed asymmetric Diels-Alder reaction of 2,4-dienals and rhodanine/hydantoin derivatives.

Kailong Zhu, Huicai Huang, Wenbin Wu, Yuan Wei, Jinxing Ye

Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.

Chemical communications (Cambridge, England) 2013 Mar 14

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Aminocatalyzed asymmetric Diels-Alder reaction between 2,4-dienals and rhodanine/hydantoin derivatives via trienamine mechanism has been developed to synthesize various spirocyclic compounds with good yields (up to 98%) and excellent stereoselectivities (up to 99% ee and >19 : 1 dr).

Citation

Kailong Zhu, Huicai Huang, Wenbin Wu, Yuan Wei, Jinxing Ye. Aminocatalyzed asymmetric Diels-Alder reaction of 2,4-dienals and rhodanine/hydantoin derivatives. Chemical communications (Cambridge, England). 2013 Mar 14;49(21):2157-9