Abstract
The Reformatsky reaction of bornanic enone (10-nor-1-vinylcamphor) with ethyl iodoacetate followed by iodocyclization afforded tricyclic iodolactone. Fragmentation of the latter initiated by HgO—I2 gave rise to bicyclic iodoxolactone. Attempts to perform cyclization of this iodoxolactone analogously to intramolecular alkylation of CH-acids with halogen-containing electrophiles failed.
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Vostrikov, N.S., Abutkov, A.V., Spirikhin, L.V. et al. Synthetic approaches to homochiral bicyclo[5.2.1]decanes based on d-camphor. Russian Chemical Bulletin 50, 654–658 (2001). https://doi.org/10.1023/A:1011360828286
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DOI: https://doi.org/10.1023/A:1011360828286