Ring-closing metathesis approach to dictyostatin.
[reaction: see text] An esterification/ring-closing metathesis approach to dictyostatin and discodermolide is introduced. The approach provides for facile fragment coupling of two main segments of these natural products at the C10-C11 alkene with high to complete Z-selectivity.
Kangani
Cyrous O
CO
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Brückner
Arndt M
AM
Curran
Dennis P
DP
D000473:Alkanes / Q000737:chemistry; D002219:Carbamates / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D007202:Indicators and Reagents; D007783:Lactones / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis*; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D011753:Pyrones / Q000737:chemistry; D013329:Structure-Activity Relationship
D000473:Alkanes; D002219:Carbamates; D004952:Esters; D007202:Indicators and Reagents; D007783:Lactones; D018942:Macrolides; D011753:Pyrones; C470814:dictyostatin; C071229:discodermolide