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.
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
James S
JS
Oakdale
Dale L
DL
Boger
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