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Trimethylsilyldiazomethane in the preparation of diazoketones via mixed anhydride and coupling reagent methods: a new approach to the Arndt-Eistert synthesisCesar, Jožko ; Sollner Dolenc, MarijaReaction of trimethylsilyldiazomethane with a mixed anhydride derived from a carboxylic acid by the action of ethyl chloroformate, yields the correspondingdiazoketone in high yield. Subsequent Wolff ... rearrangement of the diazoketone leads to the homologated ester. Reaction of trimethylsilyldiazomethane with carboxylic acid-dicyclohexylcarbodiimide mixtures leads to the formation of diazoketone and trimethylsilylmethyl ester in equimolar ratio via an acid anhydride intermediate. The N-hydroxysuccinimide ester of the acid does not react with trimethylsilyldiazomethane or with its more reactive lithiated derivative.Source: Tetrahedron letters. - ISSN 0040-4039 (Vol. 42, no. 40, 2001, str. 7099-7102)Type of material - article, component partPublish date - 2001Language - englishCOBISS.SI-ID - 977521
Author
Cesar, Jožko |
Sollner Dolenc, Marija
Topics
diazoketoni |
trimetilsilildiazmetano |
sinteza |
Arndt-Eistert sinteza
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Database name | Field | Year |
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Links to authors' personal bibliographies | Links to information on researchers in the SICRIS system |
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Cesar, Jožko | 19062 |
Sollner Dolenc, Marija | 08519 |
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