期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 18, 页码 13011-13024出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01705
关键词
-
资金
- National Natural Science Foundation of China [81872723, 82073679]
An amino-controlled regiodivergent asymmetric synthesis of CF3-containing spiro-pyrrolidine-pyrazolone compounds is described, offering adducts in excellent yields, dr, and ee when using alkaloid-derived squaramide as the catalyst. Switching to cyclohexanediamine-derived squaramide led to the formation of a series of structural isomers through a switched umpolung reaction.
An amino-controlled regiodivergent asymmetric synthesis of CF3-containing spiro-pyrrolidine-pyrazolone compounds is described. With alkaloid-derived squaramide as catalyst, the 1,3-dipolar cycloaddition of alpha,beta-unsaturated pyrazolone with diethyl 2-((2,2,2-trifluoroethyl)imino) malonate offered adducts in excellent yields, dr, and ee. While the cyclohexanediamine-derived squaramide was employed, the reaction afforded a series of structure isomers through a switched umpolung reaction.
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