Total synthesis of (+/-)-spiroxin C

Org Lett. 2003 Jul 24;5(15):2683-6. doi: 10.1021/ol034856v.

Abstract

[reaction: see text] The first total synthesis of a marine-derived potent antitumor antibiotic, (+/-)-spiroxin C, was achieved via a TBAF-activated Suzuki-Miyaura cross-coupling reaction as a key step, which was also shown to be useful for the synthesis of sterically hindered binaphthyl derivatives.

MeSH terms

  • Antibiotics, Antineoplastic / chemical synthesis*
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry
  • Palladium / chemistry
  • Spiro Compounds / chemical synthesis*
  • Stereoisomerism

Substances

  • Antibiotics, Antineoplastic
  • Naphthalenes
  • Spiro Compounds
  • spiroxin C
  • Palladium