Studies toward the total synthesis of angelmicin B (hibarimicin B): synthesis of a model CD-D' arylnaphthoquinone

  • Org Lett. 2004 Oct 14;6(21):3789-92. doi: 10.1021/ol048436x.
Sridhar Narayan  1 ,  William R Roush
Affiliations
  • 1. Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.
PMID: 15469350 DOI: 10.1021/ol048436x
Abstract

[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.

Products