Synthesis of Medium??and Large??Ring Compounds Initiated by Photochemical Decarboxylation of ω??Phthalimidoalkanoates

…, F Nerowski, M Oelgemöller, K Peters…

Index: Griesbeck, Axel G.; Henz, Andreas; Kramer, Wolfgang; Lex, Johann; Nerowski, Frank; Oelgemoeller, Michael; Peters, Karl; Peters, Eva-Maria Helvetica Chimica Acta, 1997 , vol. 80, # 3 p. 912 - 933

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Citation Number: 76

Abstract

Abstract The synthesis of a variety of hydroxylactams from ω-phthalimidoalkanoates using a triplet-sensitized photodecarboxylation reaction initiated by intramolecular photo electron transfer is described. Ring sizes available by this method span from 4 (benzazepine-1, 5- dione 7) to 26 (cyclodipeptide 26e). Ground-state template formation is proposed as the explanation for the high efficiency of this reaction and for the decrease in reactivity in the ...