Institute for Organic Chemistry, Saarland University, P.O. Box 151150, 66041 Saarbrücken (Germany) http://www.uni-saarland.de/fak8/kazmaier.
Angew Chem Int Ed Engl. 2015 Jul 27;54(31):9120-3. doi: 10.1002/anie.201502975. Epub 2015 Jun 23.
Chiral α-amino ketones are excellent nucleophiles for stereoselective palladium-catalyzed allylic alkylations. Both chiral as well as achiral allylic substrates can be applied, while the stereochemical outcome of the reaction is controlled by the chiral ketone enolate. The substituted amino ketones formed can be reduced stereoselectively, and up to five consecutive stereogenic centers can be obtained. This approach can be used for the synthesis of highly substituted piperidine derivatives.
手性α-氨基酮是立体选择性钯催化烯丙基烷基化反应的优秀亲核试剂。既可以使用手性烯丙基底物，也可以使用非手性烯丙基底物，而反应的立体化学结果由手性酮烯醇盐控制。形成的取代氨基酮可以立体选择性还原，最多可以获得五个连续的手性中心。这种方法可用于高度取代的哌啶衍生物的合成。
