Divergent reactivity of alk-5-ynylidenecyclo propanes in the presence of the 1st or the 2nd generation Grubbs' catalysts

被引:14
作者
Trillo, B
Gulías, M
López, F
Castedo, L
Mascareñas, JL
机构
[1] Univ Santiago de Compostela, CSIC, Dept Quim Organ, Santiago De Compostela 15782, Spain
[2] Univ Santiago de Compostela, CSIC, Unidad Asociada CSIC, Santiago De Compostela 15782, Spain
关键词
alkylidenecyclopropanes; ruthenium; metathesis; cycloaddition;
D O I
10.1016/j.jorganchem.2005.07.009
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Alk-5-ynylidenecyclopropanes, by virtue of being equipped with a strained cyclopropane system, can be divergently elaborated into bicyclo[3.3.0]octenes or exocyclopropylidenecycloalkenes depending on whether they react with the first or the second generation Grubbs' ruthenium carbenes. While the highly reactive second generation system catalyses the formation of ring-closing metathesis products, the less [metathesis] active first generation carbene promotes an intramolecular [3 + 2] cycloaddition to give the bicarbocyclic skeletons. (c) 2005 Elsevier B.V. All rights reserved.
引用
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页码:5609 / 5615
页数:7
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