Emelda Nova, Bergmeier Stephen C
Department of Chemistry & Biochemistry, Clippinger Laboratories, Ohio University, Athens, Ohio, 45701, USA.
Tetrahedron Lett. 2008 Sep 8;49(37):5363-5365. doi: 10.1016/j.tetlet.2008.06.123.
We have studied the conversion of substituted norbornadienes into a substituted 2-azabicyclo[3.2.1]octadiene system via reaction with toluenesulfonyl azide. We have found that both and mono- and disubstituted norbornadienes will undergo the cycloaddition/rearrangement sequence to provide the bicyclooctadiene ring system as a single regioisomer. The 2-azabicyclo[3.2.1]octane ring system can be prepared from the unsaturated 2-azabicyclo[3.2.1]octadiene ring system.
我们研究了通过与对甲苯磺酰叠氮反应，将取代降冰片二烯转化为取代的2-氮杂双环[3.2.1]辛二烯体系。我们发现，单取代和双取代的降冰片二烯都会经历环加成/重排序列，以提供作为单一区域异构体的双环辛二烯环体系。2-氮杂双环[3.2.1]辛烷环体系可由不饱和的2-氮杂双环[3.2.1]辛二烯环体系制备。
