Effect of the allylic substituents on ring closing metathesis: the total synthesis of stagonolide B and 4-epi-stagonolide B.
The total syntheses of stagonolide B and its 4-epimer were carried out to probe into how the relative stereochemistry of allylic hydroxy groups and their protecting groups influence the efficiency of the ring closing metathesis.
Giri
Awadut G
AG
National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411 008, India.
Mondal
Mohabul A
MA
Puranik
Vedavati G
VG
Ramana
Chepuri V
CV
D000475:Alkenes / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
D000475:Alkenes; D007783:Lactones; C547943:stagonolide B