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Further Improvements of the Synthesis of Alkynes from Aldehydes

Gerald J. Roth*, Bernd Liepold, Stephan G. Müller, Hans Jürgen Bestmann

*Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, 91054 Erlangen, Germany, Email: gerald.rothbc.boehringer-ingelheim.com

G. J. Roth, B. Liepold, S. G. Müller, H. J. Bestmann, Synthesis, 2004, 59-62.

DOI: 10.1055/s-2003-44346


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Abstract

A highly convenient way to perform the synthesis of alkynes from aldehydes utilizes a new in situ preparation of dimethyldiazomethylphosphonate. As a consequence a commercially available reagent can now be used, circumventing a disadvantage of earlier protocols.

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An Improved One-pot Procedure for the Synthesis of Alkynes from Aldehydes

S. Müller, B. Liepold, G. J. Roth, H. J. Bestmann, Synlett, 1996, 521-522.


Key Words

terminal alkynes, phosphonates, rearrangements, Seyferth-Gilbert Homologation, Bestmann-Ohira Reagent


ID: J66-Y2004-1840