Synthesis and some properties of gem-dichlorocyclopropane carboxaldehyde acetals and cyclopropane carboxaldehyde acetals
作者:A.Kh. Khusid、G.V. Kryshtal、V.A. Dombrovsky、V.F. Kucherov、L.A. Yanovskaya、V.I. Kadentsev、O.S. Chizhov
DOI:10.1016/0040-4020(77)80436-5
日期:1977.1
α,β-Unsaturated aldehyde acetals add :CCl2 (obtained in accordance with Makosza procedure) to form gem-dichlorocyclopropanecarboxaldehyde acetals (1) in high yields when the ratio of reactants is no less than 1:4. The addition of :CCl2 to polyunsaturated aldehyde acetals in the above conditions proceeds regioselectively at double bonds enriched by electrons. Compounds 1 are reduced by sodium in liquid
当反应物的比例不小于1:4时,以高收率添加α,β-不饱和醛缩醛添加:CCl 2(根据Makosza程序获得),以高产率形成宝石-二氯环丙烷甲醛缩醛(1)。在上述条件下,向多不饱和醛缩醛中加入:CCl 2在电子富集的双键上区域选择性地进行。用液态氨中的钠将化合物1还原,得到环丙烷甲醛缩醛(2)。既1和2是由稀ħ水解3 P0 4为相应的醛和被添加到乙烯基醚在BF的存在3·Et 2 O仅产生1:1的加合物,然后被AcOH-AcONa-H 2 O的混合物水解,生成先前未知的β-甲酰基环丙烷。