Total synthesis of phomactin A.
A total synthesis of (+/-)-phomactin A is described to highlight the final completion of a complex natural product target that had commenced with an intramolecular oxa-[3 + 3] annulation strategy in the construction of the ABD-tricycle. These efforts reveal structural intricacies of this ABD-tricycle with an illustrative example being the conformational analysis that was ultimately critical for the C5a-homolgation.
Tang
Yu
Y
Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA.
Cole
Kevin P
KP
Buchanan
Grant S
GS
Li
Gang
G
Hsung
Richard P
RP
D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D001688:Biological Products; D006576:Heterocyclic Compounds, 4 or More Rings; C413206:phomactin A