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Straightforward stereoselective synthesis of polyfunctionalised cyclohexenols using a multicomponent approach
Authors:Andrea Basso  Luca Banfi  Giuseppe Guanti  Renata Riva
Institution:Università degli Studi di Genova, Dipartimento di Chimica e Chimica Industriale. Via Dodecaneso 31, 16146 Genova, Italy
Abstract:An intramolecular Ugi 5-centre-4-component reaction (U-5C-4CR) followed by a palladium-catalysed ring-opening has been employed to transform oxabicycloheptene-based β-amino acids into two families of regioisomeric polyfunctionalised cyclohexenols. The whole process is completely stereoselective and enantiomerically pure products are obtained in high overall yields.
Keywords:Cyclohexenols  Multicomponent reactions  Norbornenyl amino acids  Ring-opening reactions  Enantioselective synthesis  Diversity oriented synthesis
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