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Synlett 1994; 1994(7): 521-523
DOI: 10.1055/s-1994-22913
DOI: 10.1055/s-1994-22913
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© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Organoaluminum-Promoted Direct Conversion of Aldehydes to the Homologous Ketones or Oxiranes with Diazoalkanes
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Publikationsverlauf
Publikationsdatum:
18. September 2002 (online)
Organoaluminum-promoted single homologation of aliphatic and aromatic aldehydes with diazoalkanes has been described. Among various organoaluminum reagents, exceptionally bulky methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) is found to be highly effective for the selective transformation of aliphatic aldehydes to homologous ketones, while aluminum tris(2,6-diphenylphenoxide) (ATPH) enables the conversion of various aldehydes to oxiranes with diazomethane.