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Intramolecular diels-alder reaction with furan-diene. An expeditious entry into a functionalized gibbane.
Authors:Werner M Grootaert  Pierre J De Clercg
Institution:State University of Ghent, Department of Organic Chemistry, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9000 GENT Belgium.
Abstract:A short synthesis of a functionalized gibbane is described. The key-step involves the intramolecular Diels-Alder reaction of furan-diene 12, leading to a 3:1 ration of two diastereoisomers, tentatively identified as 14a and 14b. The precursor 12 is obtained form-m-methoxybenzoic acid in 7 steps.
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