Extensively stereodiversified scaffolds for use in diversity-oriented library synthesis

Org Lett. 2003 Mar 6;5(5):621-4. doi: 10.1021/ol027116f.

Abstract

The syntheses of stereodiverse libraries of 12 and 19 are reported, where each asterisk represents an independently varied stereocenter. These scaffolds provide additional templates for investigations of geometric diversity in library syntheses. Libraries of these N-Fmoc-amino acids were further functionalized by incorporation into a peptide sequence, demonstrating the utility of 12 and 19 as building blocks for diversity oriented synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry
  • Alkenes / chemistry
  • Amino Acids / chemical synthesis
  • Amino Acids / chemistry*
  • Combinatorial Chemistry Techniques / methods*
  • Fluorenes / chemical synthesis
  • Fluorenes / chemistry*
  • Formic Acid Esters / chemistry
  • Leucine / chemistry
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / chemistry
  • Stereoisomerism

Substances

  • Alcohols
  • Alkenes
  • Amino Acids
  • Fluorenes
  • Formic Acid Esters
  • N(alpha)-fluorenylmethyloxycarbonylamino acids
  • Oligopeptides
  • t-butyloxycarbonyl group
  • Leucine