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cis-Decalins from Quinic Acid: Toward a Synthesis of Branimycin


Marchart, Stefan; Mulzer, Johann; Enev, Valentin S.   

Organic Letters  (2007),  9(5),  813-816.

Starting from (−)-quinic acid an efficient synthesis of highly functionalized cis-α,β-unsaturated ketone 3, an advanced precursor of branimycin, has been accomplished via two key step reactions:  a ring closing metathesis reaction to prepare the cis-decalin system, and a highly stereoselective epoxidation reaction.



Johann Mulzer
Institute for Organic Chemistry
University of Vienna

Währingerstraße 38
A-1090 Vienna

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