[3+2] Cycloaddition of dimethyl acetylenedicarboxylate, methyl acrylate, and ethyl acrylate to 4,5-dihydro-5-methyl-3h-spiro[benz-2-azepine-3,1′- cyclohexane] N-oxide

被引：0
|
作者：
Varlamov A.V. [1 ]
Chernyshev A.I. [1 ]
Zubkov F.I. [1 ]
Turchin K.F. [2 ]
Levov A.N. [1 ]
机构：
[1] Russ. People's Friendship University
[2] Pharmaceutical Chemical Center, All-Russ. Pharmaceutical Chem. Inst.
来源：
Chemistry of Heterocyclic Compounds | 2004年 / 40卷 / 3期
关键词：
3+2] cycloaddition; Benz-2-azepines; Cyclic nitrones; Monosubstituted alkenes;
D O I：
10.1023/B:COHC.0000028634.08685.99
中图分类号：
学科分类号：
摘要：
The cycloaddition of methyl acrylate and ethyl acrylate to 4,5-dihydro-5-methyl-3H-spiro[benz-2-azepine-3,1′-cyclohexane] N-oxide proceeds without either regiospecificity or stereospecificity. Eight geometrical isomers of spiro[isoxazolidino[3,2-a]benz-2-azepine-5,1′-cyclohexane] were formed, of which several were isolated as pure samples. The cycloaddition of dimethyl acetylenedicarboxylate proceeds stereoselectively, leading to spiro[isoxazolino[3,2-a]benz-2-azepine-5,1′-cyclohexane] with cis arrangement of the protons at C(7) and C(11b).
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页码：364 / 369
页数：5
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