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

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
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

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