Química Nova (Dec 2015)

SÍNTESE E DETERMINAÇÃO DA ESTEREOQUÍMICA RELATIVA DE UM NOVO EPÓXIDO ALDEÍDO CICLOPENTANO MONOTERPENÓIDE

  • Reginaldo B. dos Santos,
  • Álvaro Cunha Neto,
  • Elizeu de Souza M. Junior,
  • Valdemar Lacerda Jr.,
  • Sandro J. Greco,
  • Júlia de Almeida Leite,
  • Bruna B. de Faria,
  • Igor Simões A. Felippe

DOI
https://doi.org/10.5935/0100-4042.20150151
Journal volume & issue
Vol. 38, no. 10
pp. 1260 – 1264

Abstract

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In this study, we report the preparation of a new tetra-substituted epoxide aldehyde cyclopentane, which acts as a starting material for the synthesis of plinol, from (R)-(+)-epoxy-limonene. The synthesis was performed in three steps and resulted in a good yield. The structural determination was performed by 1H and 13C NMR, and the relative stereochemistry was defined by nuclear Overhauser effect (NOE) experiments with computer calculations of molecular modeling, particularly with respect to indirect coupling constant calculations.

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