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Synthesis 1994; 1994(2): 149-151
DOI: 10.1055/s-1994-25424
short paper
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Improved Procedure for Functionalized 3,3-Dimethoxycyclobutenes: Useful Intermediates in Organic Synthesis

M. Liliana Graziano* , M. Rosaria Iesce, Flavio Cermola
  • *Dipartimento di Chimica Organica e Biologica dell'Università di Napoli Federico II. via Mezzocannonne 16, I-80134 Napoli, Italy
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Publication Date:
17 September 2002 (online)

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The [2+2] cycloaddition of the 1,1-dimethoxyalkenes 1 and the electron-poor alkynes 2 in dry chloroform affords the functionalized 3,3-dimethoxycyclobutenes 3 in good to excellent yields (40-100%). The latter by electrocyclic ring opening give the dienes 4, starting materials to multifunctional compounds such as the esters 5 and the cyclohexenes 6.