Access of cis-4-monofluoromethyl-1,3-oxazolidines via a formal [3+2] cycloaddition triggered by BF3•OEt2

被引:1
|
作者
Sato, Keiichi [1 ]
Yamada, Yasunori [1 ]
Hanamoto, Takeshi [1 ]
机构
[1] Saga Univ, Dept Chem & Appl Chem, Honjyo Machi 1, Saga 8408502, Japan
关键词
Organofluorine; Monofluoromethyl group (CFH2); Aziridine; Oxazolidine; Cycloaddition; ONE-POT SYNTHESIS; 2-TRIFLUOROMETHYL-N-TOSYLAZIRIDINE; AZIRIDINE; FLUORINE;
D O I
10.1016/j.jfluchem.2020.109599
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of cis-4-monofluoromethyl-1,3-oxazolidines were prepared from 2-monofluoromethyl-N-tosylaziridine and various aldehydes in the presence of (BF3OEt2)-O-center dot under mild conditions. The high regioselectivity of the reaction suggested that the electron-withdrawing ability of the monofluoromethyl group is similar to that of trifluoromethyl and difluoromethyl groups in this type of cycloaddition.
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页数:6
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