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*
Further Information

Publication History

Received: 17 December 2013

Accepted after revision: 06 February 2014

Publication Date:
27 February 2014 (eFirst)

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

 
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