Enantioselective Total Synthesis of (+)‐Homochelidonine by a Pd II ‐Catalyzed Asymmetric Ring‐Opening Reaction of a  meso ‐Azabicyclic Alkene with an Aryl Boronic Acid | Zendy

McManus Helen A. | Zendy; Fleming Matthew J. | Zendy; Lautens Mark | Zendy

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Enantioselective Total Synthesis of (+)‐Homochelidonine by a Pd II ‐Catalyzed Asymmetric Ring‐Opening Reaction of a meso ‐Azabicyclic Alkene with an Aryl Boronic Acid

Author(s) -

McManus Helen A.,

Fleming Matthew J.,

Lautens Mark

Publication year - 2007

Publication title -

angewandte chemie

Language(s) - German

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.200603945

Subject(s) - chemistry , enantioselective synthesis , alkene , boronic acid , aryl , ring (chemistry) , catalysis , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , alkyl

Eine effiziente und hochkonvergente enantioselektive Synthese von (+)‐Homochelidonin (siehe Schema; Cbz=Benzyloxycarbonyl, MOM=Methoxymethyl) beruht auf einer neuen und leistungsfähigen desymmetrisierenden Ringöffnung eines meso ‐Azabicyclus mit einer Arylboronsäure, die auch andere Hexahydrobenzo[ c ]phenanthridin‐Alkaloide zugänglich machen sollte.

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