HIPPEASTRINE SYNTHESIS - A COMBINED BIO-DIOXYGENATION ORGANOIRON CHIRALITY RELAY APPROACH


ASTLEY S. T. , MEYER M., STEPHENSON G.

TETRAHEDRON LETTERS, vol.34, no.13, pp.2035-2038, 1993 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 34 Issue: 13
  • Publication Date: 1993
  • Doi Number: 10.1016/s0040-4039(00)60339-8
  • Title of Journal : TETRAHEDRON LETTERS
  • Page Numbers: pp.2035-2038

Abstract

The regio- and enantioselective preparation of tricarbonyl(eta5-6(S)-endo-methoxy-1(S)-ethoxycyclohexadienyl)iron(1+) hexafluorophosphate(1-) (3, R = OEt), via a biotransformation entry, is described. The optical purity of 3 (R = OEt), which is required as an intermediate for hippeastrine synthesis, was found to be > 98% e.e. by an NMR chiral shift method.