A brief and convergent synthetic route to defucogilvocarcin M chromophore: the formal synthesis of WS-5995 A and C.
[reaction: see text] Densely substituted styryl sulfone 20 is shown to undergo double annulation with phthalide 21 to give, in one-pot operation and in excellent yield, the benzonaphthopyranone scaffold 22 of gilvocarcins.
Patra
Asit
A
Department of Chemistry, Indian Institute of Technology, Kharagpur, India.
Pahari
Pallab
P
Ray
Sutapa
S
Mal
Dipakranjan
D
D000617:Aminoglycosides / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis / Q000737:chemistry; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D015394:Molecular Structure; D013450:Sulfones / Q000737:chemistry
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D001578:Benzopyrans; D003374:Coumarins; D013450:Sulfones; C416882:WS-5995 C; C496006:defucogilvocarcin M; C027838:WS-5995 A