Total synthesis of (R)-(+)-goniothalamin and (R)-(+)-goniothalamin oxide: first application of the sulfoxide-modified Julia olefination in total synthesis

Pospisil, Jiri;Marko, Istvan
(2006) Tetrahedron Letters — Vol. 47, n° 33, p. 5933-5937 (2006)

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  • Pospisil, JiriUCLouvain
    Author
  • Marko, IstvanUCLouvain
    Author
Abstract
A short and efficient synthesis of (R)-(+)-goniothalamin 1 and (R)-(+)-goniothalamin oxide 2 is described. During this approach, the sulfoxide-modified Julia olefination was used as a key step to connect aldehyde 5 to sulfoxide 6. The desired styryl-containing adduct is obtained in good yield and with excellent E/Z selectivity. (c) 2006 Elsevier Ltd. All rights reserved.
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Citations

Pospisil, J., & Marko, I. (2006). Total synthesis of (R)-(+)-goniothalamin and (R)-(+)-goniothalamin oxide: first application of the sulfoxide-modified Julia olefination in total synthesis. Tetrahedron Letters, 47(33), 5933-5937. https://doi.org/10.1016/j.tetlet.2006.06.054 (Original work published 2006)