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Stereoselective Synthesis of 2,6‐Disubstituted Piperidines Using the Iridium‐Catalyzed Allylic Cyclization as Configurational Switch: Asymmetric Total Synthesis of (+)‐241 D and Related Piperidine Alkaloids
Authors:Christian Gnamm Dipl‐Chem  Caroline M Krauter  Kerstin Brödner  Günter Helmchen Prof Dr
Institution:Organisch‐Chemisches Institut der Universit?t Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg (Germany), Fax: (+49)?6221‐544205
Abstract:Pressing the configurational switch : Use of enantiomeric Ir catalysts allows the vinylpiperidine building blocks 2 a and 2 b to be synthesized with high selectivity. Total syntheses of the dendrobate alkaloid (+)‐241 D, its C6‐epimer, and a spruce alkaloid are presented as applications.
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Keywords:alkaloids  allylic amination  heterocycles  iridium  total synthesis
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