Synthesis of malhamensilipin A exploiting iterative epoxidation/chlorination: experimental and computational analysis of epoxide-derived chloronium ions

We report a 12-step catalytic enantioselective formal synthesis of malhamensilipin A (3) and diastereoisomeric analogues from (E)-2-undecenal. The convergent synthesis relied upon iterative epoxidation and phosphorus(V)-mediated deoxydichlorination reactions as well a titanium-mediated epoxide-openi...

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Bibliographic Details
Main Authors: Saska, J., Lewis, W., Paton, R.S., Denton, R.M.
Format: Article
Published: Royal Society of Chemistry 2016
Online Access:https://eprints.nottingham.ac.uk/35946/