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Total Synthesis of (18S)‐ and (18R)‐Homolargazole by Rhodium‐Catalyzed Hydrocarboxylation
Authors:Dr Christoph Schotes  Dr Dmytro Ostrovskyi  Johanna Senger  Karin Schmidtkunz  Prof?Dr Manfred Jung  Prof?Dr Bernhard Breit
Institution:1. Institut für Organische Chemie, Albert‐Ludwigs‐Universit?t Freiburg, Albertstrasse 21, 79104 Freiburg i. Bg. (Germany), Fax: (+49)?761‐203‐8715;2. Institut für Pharmazeutische Wissenschaften, Albert‐Ludwigs‐Universit?t Freiburg, Albertstrasse 25, 79104 Freiburg i. Bg. (Germany)
Abstract:Homolargazole derivatives, in which the macrocycle of natural largazole is extended by one methylene group, were prepared by the recently developed rhodium‐catalyzed hydrocarboxylation reaction onto allenes. This strategy gives access to both the (18S)‐ and (18R)‐stereoisomers in high stereoselectivity under ligand control.
Keywords:macrocyclic compounds  medicinal chemistry  rhodium  stereoselective catalysis  synthetic drugs
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