Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 68, Issue 21, Pages 8080-8087Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo034930n
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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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