A tyrosine-derived benzofuranone related to diazonamide A.
[formula: see text] Cyclization of 8 with PPA followed by MCPBA oxidation affords the benzofuranone 10. Treatment with a chiral chloroformate in the presence of DMAP affords the target benzofuranone 13 via an enol ester 12.
Vedejs
E
E
Chemistry Department, University of Wisconsin, Madison 53705, USA. edved@umich.edu
Wang
J
J
D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D006224:Cricetinae; D018360:Crystallography, X-Ray; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D014443:Tyrosine / Q000737:chemistry*
D001572:Benzofurans; D006576:Heterocyclic Compounds, 4 or More Rings; D010080:Oxazoles; C408862:diazonamide A; D014443:Tyrosine