Synthesis and hetero-Diels-Alder reactions of enantiomerically pure dihydro-1H-azepines

被引:11
作者
Craig, Donald [1 ]
Spreadbury, Samuel R. J. [1 ]
White, Andrew J. P. [2 ]
机构
[1] Imperial Coll London, Dept Chem, Mol Sci Res Hub, White City Campus,Wood Lane, London W12 0BZ, England
[2] Imperial Coll London, Chem Crystallog Lab, Mol Sci Res Hub, White City Campus,Wood Lane, London W12 0BZ, England
基金
英国工程与自然科学研究理事会;
关键词
GLYCOSIDASE INHIBITORS; RING-EXPANSION; 1,4-BIS(ARYLSULFONYL)-1,2,3,4-TETRAHYDROPYRIDINES; ACCESS; TRANSFORMATIONS; CYCLOADDITION; IMINOSUGARS; AZEPANES; ADDUCT;
D O I
10.1039/d0cc04413j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Thermolysis of enantiomerically pure 3-substituted 7,7-dihalo-2-azabicyclo[4.1.0]heptanes in the presence of K(2)CO(3)gives in good yields 2-alkyl-6-halo-1-tosyl-2,3-dihydro-1H-azepines. These undergo highly stereoselective [4+2] cycloaddition reactions with heterodienophiles and arylation/alkenylation under Suzuki conditions.
引用
收藏
页码:9803 / 9806
页数:4
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