Abstract
AbstractTreatment of the tosylate of khusiol with lithium carbonate in aqueous 1,4‐dioxane affords, via a Wagner–Meerwein rearrangement, (+)‐prezizanol. POCl3/pyridine‐mediated dehydration of (+)‐prezizanol then gives (+)‐prezizaene. More direct and efficient routes to this last compound were achieved by treating either khusiol or its C8 epimer with POCl3/pyridine. Under related conditions, a cyclic sulfate is converted, by a high yielding process, into an alcohol that embodies the decahydro‐1,7‐methanonaphthalene framework.
Sign-in/Register to access full text options 
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.
