A formal total synthesis of racemic sesquiterpenoid sativene Academic Article Article uri icon

Overview

MeSH Major

  • Magnetic Resonance Imaging
  • Muscle, Skeletal
  • Muscular Diseases
  • Oxygen

abstract

  • Several key reactions involving intramolecular cyclization, Grignard reaction, and ionic hydrogenation have been employed in a formal synthesis of sativene. The synthesis affords 3-isopropyl-6-methyltricyclo[4.4.0.0(2,8)]decan-7-one, 12, McMurry's penultimate precursor to sativene, in 28% overall yield in eight steps starting with the commercially available racemic Wieland--Miescher ketone.

publication date

  • April 2001

Research

keywords

  • Academic Article

Identity

Digital Object Identifier (DOI)

  • 10.1021/np000550a

PubMed ID

  • 11325217

Additional Document Info

start page

  • 406

end page

  • 10

volume

  • 64

number

  • 4