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
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 05期
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).
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页码：2024 / 2027
页数：4
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