Efficient Horner-Wadsworth-Emmons intramolecular cyclisation of a N-substituted phthalimide promoted by KF-Alumina: a general tool for the synthesis of functionalised isoindolinones |
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Authors: | Vittorio Pace,Clara I. Nova,José Vicente Sinisterra,André s R. Alcá ntara |
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Affiliation: | a Department of Organic and Pharmaceutical Chemistry, Pharmacy Faculty, Complutense University, Pza. Ramón y Cajal s/n, 28040 Madrid, Spain b Industrial Biotransformations Service (SBI), Scientific Park of Madrid (PTM), C/Santiago Grisolia 2, 28760 Tres Cantos, Madrid, Spain |
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Abstract: | An intramolecular Horner-Wadsworth-Emmons reaction promoted by KF-Alumina involving a N-substituted phthalimide, cleanly and efficiently furnishes an interesting α,β-unsaturated tricyclic enone which may undergo selective alkylations at the α′-position. |
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Keywords: | Horner-Wadsworth-Emmons reaction Isoindolinones Cyclisation Heterogeneous catalysis Enones |
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