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
Institute for Organic Chemistry
University of Vienna
Währingerstraße 38
A-1090 Vienna