Lasonolide A: Structural Revision and Total Synthesis
The Journal of Organic Chemistry2003Vol. 68(21), pp. 8080–8087
Citations Over TimeTop 10% of 2003 papers
Ho Young Song, Jung Min Joo, Jung Won Kang, Dae‐Shik Kim, Cheolkyu Jung, Hyo Shin Kwak, Jin Hyun Park, Eun Lee, Chang Yong Hong, Shinwu Jeong, Kiwan Jeon, Ji Hyun Park
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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