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note
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General procedure for the aza-annulation of acyclic and cyclic α-oxo- and α-nitro N,S- and N,N-ketene acetals with itaconic anhydride: A solution of the appropriate N,S- or N,N-ketene acetal (1 mmol) and itaconic anhydride (0.12 g, 1.1 mmol) in anhyd acetonitrile (30 mL) was refluxed under a nitrogen atmosphere for 8-10 h (monitored by TLC). The reaction mixture was concentrated under reduced pressure and the residue was subjected to column chromatography over silica gel using hexane-EtOAc (4:1) (4a-f, 6a,b, 8a-f, 12, 14) as eluent to give pure compounds.
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51
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20544447708
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Note
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X-ray crystallographic data of structure 12 has been deposited at the Cambridge Crystallographic Data Centre and has been allocated the deposition number CCDC 268032.
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