Rhodium-catalyzed Desymmetrization of non-annulated Azanorbornadienes and Azanorbornenes

该项目的目的是开发非环状氮杂龙二烯和氮杂龙脑烯在铑催化下的去对称反应。这种新方法允许获得各种反式取代氨基环己二烯和环己烯。除了广泛使用的氧和氮亲核试剂外，还需要对碳亲核试剂进行测试，以使芳基和烷基取代产物变得容易获得。随着双官能团亲核试剂的使用，手性碳环和杂环的合成成为可能，这是迄今为止难以获得的。所得到的结构模体不仅对合成各种天然产物很有兴趣，而且也是广泛应用于过渡金属催化反应的配体的一部分。除了这些配体多样化的可能性外，开发的方法还可以合成手性吲哚、内酰胺或取代氨基环庚烯。

The project aims at the development of a rhodium-catalyzed desymmetrization of non-annulated azanorbornadienes and azanorbornenes. This novel method grants access to a variety of trans-substituted amino cyclohexadienes and cyclohexenes. Apart from widely used oxygen and nitrogen nucleophiles, carbon nucleophiles are to be tested in order to render aryl and alkyl substituted products accessible. With the use of difunctional nucleophiles, the synthesis of several chiral carbo and heterocycles is enabled, which are difficult to access to date. The structural motifs obtained are not only interesting for the synthesis of a variety of natural products, but are also part of widely used ligands for transition metal catalyzed reactions. Aside from the possibility of diversification of these ligands, the developed method enables the synthesis of chiral indolines, lactams or substituted amino cycloheptenes.