Stereospecific synthesis of polyfunctionalized carbacephams induced by titanocene(III) chloride

被引:32
作者
Ruano, G [1 ]
Martiáñez, J [1 ]
Grande, M [1 ]
Anaya, J [1 ]
机构
[1] Univ Salamanca, Dept Quim Organ, E-37008 Salamanca, Spain
关键词
D O I
10.1021/jo026524u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiomerically pure N-substituted epoxyalkene-2-azetidinones reacted with titanocene monochloride to give stereospecifically polyfunctionalized bicyclic beta-lactams. Four isomeric epoxyaldehydes 2 reacted with TiCP2Cl to give exclusively the respective carbacephams 7 while under the same reaction conditions the epoxyesters 1, which are more hindered for an intramolecular addition, gave the cyclization products 6 (only two isomers) and/or the elimination products 5 (all isomers).
引用
收藏
页码:2024 / 2027
页数:4
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