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Boron trifluoride catalysed reactions of 2,2,2-trichloroethyl 6-diazopenicillanate with aromatic aldehydes: rearrangements via penam c(5)-c(6) bond cleavage.
Authors:Vincent J Jephcote  DIvor John  Peter D Edwards  Kong Luk  David J Williams
Institution:Department of Chemistry, University of London, King''s College, Strand, London WC2R 2LS. U.K.;Beecham Pharmaceuticals, Research Division, Brockham Park, Betchworth, Surrey RH3 7AJ. U.K.;Chemical Crystallography Laboratory, Imperial College of Science and Technology, South Kensington, London SW7 2AY. England
Abstract:The BF3·Et2O catalysed reactions of diazopenicillanate 1 with aromatic aldehydes provide 2,3-dihydrothiazolo2,3-b]1,3]oxazin-5-ones 4 via C(5)-C(6) cleavage of 6-formyl-penicillanates 8.
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