Reactions of (E)-3,3,3-trichloro(trifluoro)-1-nitropropenes with enamines derived from cycloalkanones. A new type of ring-chain tautomerism in a series of cyclobutane derivatives and stereochemistry of the products
Reactions of (E)-3,3,3-trichloro(trifluoro)-1-nitropropenes with enamines derived from cycloalkanones. A new type of ring-chain tautomerism in a series of cyclobutane derivatives and stereochemistry of the products
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DOI：
10.1007/s11172-012-0240-1
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发表时间：
2012-09-01
影响因子：
1.7
通讯作者：
Sosnovskikh, V. Ya.
中科院分区：
文献类型：
--
作者：
Korotaev, V. Yu.;Barkov, A. Yu.;Sosnovskikh, V. Ya.
根据反应条件，（E）-3，3，3-三氯-1-硝基丙烯与环己酮烯胺的反应导致双环[4.2.0]辛烷或三取代烯胺，它们是能够可逆转化的环-链互变异构体。研究了（E）-3，3，3-三氯（三氟）-1-硝基丙烯与环烷酮烯胺反应的非对映选择性，合成了一系列未知的含CX 3的硝基烷基化烯胺和γ-硝基酮，新化合物的结构经NMR和X-射线衍射确定。
Depending on the reaction conditions, the reactions of (E)-3,3,3-trichloro-1-nitropropene with cyclohexanone enamines led to bicyclo[4.2.0]octanes or trisubstituted enamines, which are the ring-chain tautomers capable of reversible transformations. Diastereoselectivity of the reactions of (E)-3,3,3-trichloro(trifluoro)-1-nitropropenes with cycloalkanone enamines were studied, a series of hitherto unknown CX3-containing nitroalkylated enamines and gamma-nitro ketones were synthesized, the structures of novel compounds were determined by NMR spectroscopy and X-ray diffraction.