Synthetic studies towards congeners of phomactin A. Re-examination of the structure of Sch 49028.
The total syntheses of the epoxy cyclic hemiacetal structures 8 and 9, which are isomeric with the structure 6 proposed for the phomactin known as Sch 49028 isolated from the marine fungus Phoma sp. are described. Neither of these structures showed spectroscopic data consistent with those reported for the purported natural product, adding credibility to the proposal that the structure Sch 49028 does not exist in nature and that its NMR spectroscopic data should have been assigned as phomactin A (1).
Cheing
John W C
JW
School of Chemistry, The University of Nottingham, University Park, Nottingham, UK NG7 2RD.
Goldring
William P D
WP
Pattenden
Gerald
G
D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D006576:Heterocyclic Compounds, 4 or More Rings; C493388:Sch 49028; C413206:phomactin A