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"It’s a (Kinetic) Trap!" – Selectively Differentiating Allylic Azide Isomers
Synlett ( IF 1.7 ) Pub Date : 2018-04-12 , DOI: 10.1055/s-0037-1609479 Joseph J Topczewski 1 , Matthew R Porter 1
Synlett ( IF 1.7 ) Pub Date : 2018-04-12 , DOI: 10.1055/s-0037-1609479 Joseph J Topczewski 1 , Matthew R Porter 1
Affiliation
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Allylic azides are known to undergo the Winstein rearrangement and are often isolated as an equilibrating mixture of isomers. While this process has been known for almost 60 years, very few synthetic applications of this process have been reported. The absence of methods exploiting these intermediates likely stems from a paucity of approaches for gaining the required selectivity to differentiate the isomers. Our lab has made some progress in leveraging this unusual reaction into practical synthetic methodology. Presented herein is a summary of our lab's recent accomplishments in selectively trapping allylic azides.
中文翻译：
“这是一个（动能）陷阱！” – 选择性区分烯丙基叠氮化物异构体
已知烯丙基叠氮化物会发生温斯坦重排，并且通常作为异构体的平衡混合物被分离。虽然该工艺已为人所知近 60 年，但该工艺的合成应用报道却很少。缺乏利用这些中间体的方法可能是因为缺乏获得区分异构体所需选择性的方法。我们的实验室在将这种不寻常的反应应用于实际合成方法方面取得了一些进展。本文总结了我们实验室在选择性捕获烯丙基叠氮化物方面最近取得的成就。
更新日期：2018-04-12
中文翻译：
“这是一个（动能）陷阱！” – 选择性区分烯丙基叠氮化物异构体
已知烯丙基叠氮化物会发生温斯坦重排，并且通常作为异构体的平衡混合物被分离。虽然该工艺已为人所知近 60 年，但该工艺的合成应用报道却很少。缺乏利用这些中间体的方法可能是因为缺乏获得区分异构体所需选择性的方法。我们的实验室在将这种不寻常的反应应用于实际合成方法方面取得了一些进展。本文总结了我们实验室在选择性捕获烯丙基叠氮化物方面最近取得的成就。
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