Total synthesis of lycogarubin C and lycogalic acid.
Two complementary concise total syntheses of lycogarubin C (1) and lycogalic acid (2, aka chromopyrrolic acid) are detailed utilizing a 1,2,4,5-tetrazine --> 1,2-diazine --> pyrrole Diels-Alder strategy and enlisting acetylenic dienophiles.
Oakdale
James S
JS
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Boger
Dale L
DL
D001688:Biological Products / Q000096:biosynthesis / Q000138:chemical synthesis / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism
D001688:Biological Products; D007211:Indoles; D011758:Pyrroles; C541708:chromopyrrolic acid; C549488:lycogarubin C