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  • Title: Lasonolide A: structural revision and total synthesis.
    Author: Song HY, Joo JM, Kang JW, Kim DS, Jung CK, Kwak HS, Park JH, Lee E, Hong CY, Jeong S, Jeon K, Park JH.
    Journal: J Org Chem; 2003 Oct 17; 68(21):8080-7. PubMed ID: 14535786.
    Abstract:
    The proposed structure of lasonolide A was synthesized employing radical cyclization reactions of beta-alkoxyacrylates for preparation of the tetrahydropyranyl units A and B, but the spectroscopic data did not match those of the natural product. Both enantiomers of a revised structure featuring 17E,25Z double bonds were synthesized, and the (-)-isomer was found to be the biologically active enantiomer.
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