Synthesis 2014; 46(07): 864-870
DOI: 10.1055/s-0033-1340868
feature article
© Georg Thieme Verlag Stuttgart · New York

Catalytic Enantioselective Total Synthesis of (–)-Pyridovericin

Fabian Schmid
,
Maurizio Bernasconi
,
Henning J. Jessen
,
Andreas Pfaltz
,
Karl Gademann*
Weitere Informationen

Publikationsverlauf

Received: 17. Dezember 2013

Accepted after revision: 06. Februar 2014

Publikationsdatum:
27. Februar 2014 (online)


Abstract

The first enantioselective catalytic total synthesis of (–)-pyridovericin is reported. The key steps involve a modified HWE reaction under aqueous conditions and an asymmetric iridium-catalyzed hydrogenation. This resulted in a highly modular and stereoselective approach that delivered the target natural product in high yield and stereoselectivity.

Supporting Information