New routes to polysubstituted cycloheptenones

We describe the synthesis of stereochemically-defined 2,3,6,7-substituted cyclohept-4-enones and 2,5,6,7-substituted cyclohept-3-enones via reaction of 2,4-disubstituted-8-oxabicyclo[3,2,1]oct-6-en-3-ones with organometallic species, and 6,7-disubstituted cyclohept-2-enones via reaction of 8-oxabicy...

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Bibliographic Details
Published in:Tetrahedron 1996-08, Vol.52 (34), p.11297-11306
Main Authors: Barbosa, Luiz Cláudio de A., Rubinger, Mayura M.M., Mann, John, Mansell, Howard L.
Format: Article
Language:English
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Summary:We describe the synthesis of stereochemically-defined 2,3,6,7-substituted cyclohept-4-enones and 2,5,6,7-substituted cyclohept-3-enones via reaction of 2,4-disubstituted-8-oxabicyclo[3,2,1]oct-6-en-3-ones with organometallic species, and 6,7-disubstituted cyclohept-2-enones via reaction of 8-oxabicyclo[3,2,1]octan-3-one with BF 3 etherate and sodium iodide. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/0040-4020(96)00656-4