Serial Radical Cyclization of Pyranose-Derived Dienes in the Stereocontrolled Synthesis of Densely Functionalized Cyclohexanes. A Route to Woodward's Reserpine Precursor

作者: Ana M. Gomez , J. Cristobal Lopez , Bert Fraser-Reid

DOI: 10.1021/JO00094A009

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摘要: Serial radical 5-exo/6-exo cyclizations of a readily prepared hexopyranose derivative having unsaturations on-template at C-2 and off-template C-7 lead to tricyclic cage in which all but one the stereocenters an optically pure form Woodward's densely functionalized carbocyclic precursor have been established, «one» requiring hydroxyl epimerization

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