Synthesis of side chain truncated 3"-aldehyde, 3"-carboxylic acid, and 1"-aldehyde from nodulisporic acid A

Org Lett. 2002 Apr 18;4(8):1291-4. doi: 10.1021/ol025766d.

Abstract

An efficient synthesis of the truncated 3"-aldehyde (3) from nodulisporic acid A (1) under mild conditions is described. Further oxidation of 3 to 3"-carboxylic acid (4) and its subsequent oxidative degradation produced 1"-aldehyde (5). These new derivatives are versatile intermediates for the preparation of new, side chain modified derivatives of nodulisporic acid A. [reaction: see text]

MeSH terms

  • Aldehydes / chemical synthesis*
  • Carboxylic Acids / chemical synthesis*
  • Indicators and Reagents
  • Indoles / chemistry*
  • Insecticides / chemistry*
  • Oxidation-Reduction

Substances

  • Aldehydes
  • Carboxylic Acids
  • Indicators and Reagents
  • Indoles
  • Insecticides
  • nodulisporic acid A