A total synthesis of phomactin A.
A total synthesis of phomactin A (1) based on a Cr(II)/Ni(II) macrocyclisation from the aldehyde vinyl iodide 11, leading to 12, followed by elaboration of the epoxyketone 16, which then undergoes spontaneous pyran-hemiacetal formation on deprotection, is described.
Goldring
William P D
WP
School of Chemistry, University of Nottingham, University Park, Nottingham, UK NG7 2RD.
Pattenden
Gerald
G
D000447:Aldehydes / Q000737:chemistry; D002857:Chromium / Q000737:chemistry; D003500:Cyclization; D005658:Fungi / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D009532:Nickel / Q000737:chemistry; D010972:Platelet Activating Factor / Q000037:antagonists & inhibitors
D000447:Aldehydes; D006576:Heterocyclic Compounds, 4 or More Rings; D010972:Platelet Activating Factor; D002857:Chromium; C413206:phomactin A; D009532:Nickel