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Asymmetric synthesis of chromene skeletons via organocatalytic domino reactions of in situ generated ortho-quinone methide with malononitrile and β-functionalized ketone
- Zhang, Lili, Zhou, Xiao, Li, Pengfei, Liu, Zhantao, Liu, Yang, Sun, Yong, Li, Wenjun
- RSC advances 2017 v.7 no.62 pp. 39216-39220
- catalytic activity, enantioselectivity, organocatalysts, quinones
- Enantioselective organocatalytic domino reactions of in situ generated ortho-quinone methides with malononitrile and β-functionalized ketones have been developed. This strategy could generate various chiral chromenes in high yields (up to 99%) and stereoselectivities (up to >99 : 1 e.r.) in the presence of 5 mol% of a bifunctional organocatalyst. Gram-scale and useful synthetic transformations of this process are also presented.