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Synthesis 1993; 1993(3): 277-279
DOI: 10.1055/s-1993-25844
short paper
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Two-Carbon Chain Extension of Chiral Aldehydes via 2-Alkenylthiazoles: Synthesis of γ-Functionalized Alkanals

Alessandro Dondoni* , Pedro Merino, Jesus Orduna, Daniela Perrone
  • *Dipartimento di Chimica, Laboratorio di Chimica Organica, Università, Ferrara, Italy
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Publication Date:
17 September 2002 (online)

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The reaction of 2-thiazolylmethylenetriphenylphosphorane (1a) in benzene with various aldehydes gives 2-alkenylthiazoles in variable E/Z ratios. Application of the thiazole-to-formyl deblocking protocol to the mixture of the olefins leads to saturated aldehyde homologues having two more carbon atoms.