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Synthesis, complete 1H and 13C NMR assignment and crystal structure of novel epoxide derivatives of cytochalasin B

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dc.contributor.authorSteyn, P.S.
dc.contributor.authorBotha, Jeanne H.
dc.contributor.authorBreytenbach, Jaco
dc.contributor.authorFernandes, M.A.
dc.contributor.authorWessels, P.L.
dc.contributor.researchID10059768 - Breytenbach, Jaco Cornelius
dc.date.accessioned2010-05-21T08:58:31Z
dc.date.available2010-05-21T08:58:31Z
dc.date.issued2008
dc.description.abstractFive novel epoxide derivatives of cytochalasin B were synthesized. Reaction of cytochalasin B with t-BHP and BuLi led to selective epoxidation of the C-21/22 double bond to give a single monoepoxide, while reaction with m-CPBA yielded two diepoxides. Reaction of the monoepoxide with m-CPBA yielded two triepoxides. The relative configurations of the epoxides were elucidated by analogy with the natural product by means of spectroscopic methods; full assignment of NMR signals was achieved, and the absolute configuration was confirmed by X-ray crystallography. Copyright © 2008 John Wiley & Sons, Ltd.
dc.identifier.citationSteyn, P.S. et al. 2008. Synthesis, complete 1H and 13C NMR assignment and crystal structure of novel epoxide derivatives of cytochalasin B. Magnetic resonance in chemistry, 46(7):650-659. [https://doi.org/10.1002/mrc.2227]en
dc.identifier.urihttp://hdl.handle.net/10394/3062
dc.identifier.urihttps://onlinelibrary.wiley.com/doi/abs/10.1002/mrc.2227
dc.identifier.urihttps://doi.org/10.1002/mrc.2227
dc.language.isoenen
dc.publisherUniversity of Stellenbosch
dc.titleSynthesis, complete 1H and 13C NMR assignment and crystal structure of novel epoxide derivatives of cytochalasin Ben
dc.typeArticleen

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