Formation of non-racemic tricyclic compounds by intramolecular 1,3-dipolar cycloaddition of nitrones

被引:12
作者
Aurich, HG
Geiger, M
Gentes, C
Koster, H
机构
[1] Fachbereich Chemie, Philipps-Universität Marburg
关键词
D O I
10.1016/0040-4039(95)02275-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Oxanitrones 10 and 3-azanitrones 11 were prepared starting from (S)-ethyl lactate 5 and (S)-N-benzyl alaninol 8, respectively. Both nitrones underwent spontaneously an intramolecular cycloaddition affording the tricyclic compounds 12 and 13. The diastereomeric forms of 12 and of 13 were separated by column chromatography and identified by NMR spectroscopy.
引用
收藏
页码:841 / 844
页数:4
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