58169-99-6Relevant articles and documents
Studies on the synthesis of landomycin A. Synthesis of the originally assigned structure of the aglycone, landomycinone, and revision of structure
Roush, William R.,Neitz, R. Jeffrey
, p. 4906 - 4912 (2007/10/03)
The originally proposed structure (2) of landomycinone, the aglycone of landomycin A, has been synthesized and shown to be nonidentical to the naturally derived landomycin A aglycone. The synthesis of 2 features the Doetz benzannulation reaction of chromium carbene 5 and alkyne 6, and the intramolecular Michael-type cyclization reaction of the phenolic naphthoquinone 20. It is proposed that natural landomycinone possesses the alternative structure 3, but attempts to access this structure via the Michael-type cyclization of the isomeric phenolic naphthoquinone 38 have been unsuccessful.
Naturally Occurring Dibenzofurans. Part 5. Synthesis of Melacarpic Acid
Carvalho, Christopher F.,Sargent, Melvyn V.
, p. 1613 - 1620 (2007/10/02)
The total synthesis of the lichen dibenzofuran melacarpic acid (5) was achieved by intramolecular Ullman coupling of methyl 5-bromo-4-(2-bromo-5-methoxy-3-methylphenoxy)-6-heptyl-2-methoxybenzoate (48) or methyl 6-heptyl-5-iodo-4-(2-iodo-5-methoxy-3-methyl-4-nitrophenoxy)-2-methoxybenzoate (46) followed by appropriate transformations.