Abstract
AbstractD‐Glucose and D‐mannose have been transformed into precursors incorporating allyl vinyl ether substructures. Both thermally and catalytically, these cyclic allyl vinyl ethers could be converted into the corresponding Claisen rearrangement products. The conformations of these enantiopure 5‐cyclooctenones were studied by NMR spectroscopy and X‐ray crystallography. They proved to be versatile substrates for highly stereo‐ and regioselective modifications. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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