An enantioselective approach to substituted indolizidine and quinolizidine frameworks has been developed. Key steps of the synthesis are the enantioselective, palladium-catalyzed N-allylation of an imide, the nucleophilic allylation of an acyliminium ion and a ring closing metathesis. This general strategy has been applied to the synthesis of indolizidine peptide mimics, starting from a chiral imide derived from l-aspartic acid. It was observed that the preexisting stereogenic center of this substrate has a moderate influence on the stereoselectivity of the electrophilic allylation, which is mainly determined by the sense of chirality of the catalyst.

中文翻译：

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对吲哚并咪唑和喹唑嗪骨架的对映选择性方法。在肽模拟物合成中的应用

已经开发了对映的吲哚并咪唑和喹喔嗪骨架的对映选择性方法。合成的关键步骤是酰亚胺的对映选择性，钯催化的N-烯丙基化，酰基酰亚胺离子的亲核烯丙基化和闭环复分解反应。从衍生自1-天冬氨酸的手性酰亚胺开始，该一般策略已应用于吲哚并咪唑肽模拟物的合成。观察到该底物的预先存在的立体中心对亲电子烯丙基化的立体选择性具有中等影响，这主要由催化剂的手性感决定。