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Synlett 1999; 1999(12): 1867-1870
DOI: 10.1055/s-1999-2986
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CuCN-Mediated Intramolecular Conjugate Additions. Syntheses of Functionalized, cis-Fused Bicyclo[6.3.0]undecanes, Bicyclo[6.4.0]dodecanes, and Bicyclo[7.4.0]tridecanes

Edward Piers* , Krystyna A. Skupinska, Debra J. Wallace
  • *Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia, Canada V6T 1Z1; Fax + 1-6 04-8 22-28 47; E-mail: epier@unixg.ubc.ca
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Publication Date:
31 December 1999 (online)

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A method for the concise, efficient syntheses of substituted, cis-fused bicyclo[6.3.0]undecane-2,6,10-triones, bicyclo[6.4.0]dodecane-2,6,11-triones, bicyclo[7.4.0]tridecane-2,7,12-triones, and related substances is described.

aldol condensation - (alkenyl)trimethylstannanes - alkylation - copper(I) cyanide - medium-size carbocycles - ruthenium tetroxide