Abstract
In this study, we synthesized the C8–C20 and C21–C30 segments of the diarrhetic shellfish toxin pectenotoxin 2. The C8–C20 segment was assembled from a phosphonate corresponding to the C8–C15 segment (prepared from l-malic acid in 19 steps) and an aldehyde corresponding to the C16–C20 segment (synthesized from 3-methyl-3-butenol in nine steps) by a twelve-step process including the Horner–Wadsworth–Emmons reaction, regio- and stereoselective reduction of the resulting enone, diastereoselective epoxidation, and 5- exo epoxide cleavage forming the C-ring. The C21–C30 segment was constructed in 13 steps from ( S)-glycidol via a route involving E-ring formation by 5- exo epoxide cleavage and stereoselective methylation at C27 by the Evans method.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
