Asymmetric solid-phase synthesis of (3'R,4'R)-di-O-cis-acyl 3-carboxyl khellactones

Org Lett. 1999 Dec 30;1(13):2113-5. doi: 10.1021/ol991168w.

Abstract

[formula: see text] We describe a practical parallel synthesis of (3'R,4'R)-di-O-cis-acyl 3-carboxyl khellactones on a solid phase in high yield. The highlights of this synthesis include a Knoevenagel condensation, asymmetric dihydroxylation, catalyzed acylation, and product cleavage from the solid support.

Publication types

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

MeSH terms

  • Acylation
  • Coumarins / chemical synthesis*
  • Hydroxylation
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry

Substances

  • Coumarins