Studies toward the total synthesis of angelmicin B (hibarimicin B): synthesis of a model CD-D' arylnaphthoquinone.
[structure: see text] A synthesis of arylnaphthoquinone 22 corresponding to the CD-D' unit of angelmicin B via the Suzuki coupling of the D' arylboronic acid 15 with the CD bromonaphthoquinone 21 is described. The mild conditions for the Suzuki cross-coupling leading to 22 may prove to be useful for the eventual late-stage coupling of the two highly functionalized halves of angelmicin B.
Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.
Sridhar
S
Narayan
William R
WR
Roush
D000880:Anthraquinones / Q000138:chemical synthesis*; D008956:Models, Chemical; D009285:Naphthoquinones / Q000138:chemical synthesis*
D000880:Anthraquinones; D009285:Naphthoquinones; C083655:angelmicin B