A convenient preparation of 3-substituted furans: synthesis of perillene and dendrolasin

Org Lett. 2002 Apr 18;4(8):1387-9. doi: 10.1021/ol025708s.

Abstract

A variety of 3-substituted furans, including the natural products perillene and dendrolasin, are obtained in good yield via reductive annulation of 1,1,1-trichloroethyl propargyl ethers using catalytic Cr(II) regenerated by Mn/TMSCl. [reaction: see text]

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acyclic Monoterpenes
  • Alkylation
  • Chlorides
  • Chromium Compounds
  • Furans / chemical synthesis*
  • Indicators and Reagents
  • Monoterpenes*

Substances

  • Acyclic Monoterpenes
  • Chlorides
  • Chromium Compounds
  • Furans
  • Indicators and Reagents
  • Monoterpenes
  • dendrolasin
  • perillene
  • chromous chloride