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Synthesis of molluscicidal agent cyanolide a macrolactone from D-(-)-pantolactone.

The Journal of organic chemistry (2011-01-05)
Atul K Hajare, Velayutham Ravikumar, Shaik Khaleel, Debnath Bhuniya, D Srinivasa Reddy
RESUMEN

An efficient synthesis of potent molluscicidal agent cyanolide A, a glycosidic 16-membered macrolide, starting from D-(-)-pantolactone is reported. Highly stereoselective aldol, oxa-Michael addition, and Yamaguchi macrolactonization are the key steps in the present synthesis.

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Sigma-Aldrich
D-(−)-Pantolactone, 99%
Sigma-Aldrich
(S)-(+)-Pantolactone, 97%
Sigma-Aldrich
DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone, purum, ≥97.0% (T)