Journal of the Brazilian Chemical Society
versión impresa ISSN 0103-5053
DIAS, Luiz C. et al. Synthesis of the C1-C9 fragment of the potent antitumor agent dictyostatin. J. Braz. Chem. Soc. [online]. 2012, vol.23, n.2, pp. 344-348. ISSN 0103-5053. http://dx.doi.org/10.1590/S0103-50532012000200022.
We describe herein a short and efficient synthesis of the C1-C9 fragment of the potent antitumor agent dictyostatin. Notable features of this approach include a Sharpless asymmetric epoxidation followed by epoxide opening under Myashita's conditions to introduce the stereogenic centers at C6 and C7, and a Horner-Wadsworth-Emmons type reaction under Ando's conditions to construct the Z-double bond of the 1,3-(Z,E)-diene system.
Palabras llave : total synthesis; dictyostatin; Sharpless asymmetric epoxidation; macrolactone.