3 years ago

Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene

Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene
Lucas W. Hernandez, Tanner W. Bingham, Jola Pospech, Ulrich Klöckner, David Sarlah
A concise synthesis of (+)-pancratistatin and (+)-7-deoxypancratistatin from benzene using an enantioselective, dearomative carboamination strategy has been achieved. This approach, in combination with the judicious choice of subsequent olefin-type difunctionalization reactions, permits rapid and controlled access to a hexasubstituted core. Finally, minimal use of intermediary steps as well as direct, late stage C-7 hydroxylation provides both natural products in six and seven operations.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b10351

DOI: 10.1021/jacs.7b10351

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