Intramolecular [3+2]-cycloaddition reaction of push-pull dipoles across heteroaromatic π-systems

被引:43
作者
Mejía-Oneto, JM [1 ]
Padwa, A [1 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
关键词
D O I
10.1021/ol048915w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Push-pull dipoles generated from the Rh(II)-catalyzed reaction of diazo imides containing tethered heteroaromatic rings undergo successful [3 + 2]-cycloaddition across the 2,3-pi-bond to provide novel pentacyclic compounds in good to excellent yields in a stereocontrolled fashion. The facility of the cycloaddition is critically dependent on conformational factors in the transition state.
引用
收藏
页码:3241 / 3244
页数:4
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