Synthesis 2007(23): 3741-3750  
DOI: 10.1055/s-2007-990860
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Furanomycin Derivatives by Gold-Catalyzed Cycloisomerization of α-Hydroxyallenes

Jörg Erdsack, Norbert Krause*
Organic Chemistry II, University of Dortmund, Otto-Hahn-Straße 6, 44227 Dortmund, Germany
Fax: +49(231)7553884; e-Mail: norbert.krause@uni-dortmund.de;
Further Information

Publication History

Received 17 September 2007
Publication Date:
29 October 2007 (online)

Abstract

The novel furanomycin analogues 8 and 17 were synthesized as mixture of two diastereomers using the gold-catalyzed cycloisomerization of α-hydroxyallenes as the key step. Compared to the traditional use of stoichiometric amounts of silver salts, gold catalysis is much more efficient for the cyclization of highly functionalized substrates.