Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes

A short pathway to the formation of the title framework is elaborated via (i) the tandem addition of arylsulfenium chloride and 1-siloxycycloalkenes across the double bond of dicobalthexacarbonyl complex of vinylacetylene, (ii) the diastereoselective Grignard reaction at the carbonyl group of the fo...

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Published in:Mendeleev communications 2008-07, Vol.18 (4), p.203-204
Main Authors: Sagamanova, Irina K., Tumanov, Vasily V., Smit, William A., Zatonsky, Georgy V.
Format: Article
Language:English
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Summary:A short pathway to the formation of the title framework is elaborated via (i) the tandem addition of arylsulfenium chloride and 1-siloxycycloalkenes across the double bond of dicobalthexacarbonyl complex of vinylacetylene, (ii) the diastereoselective Grignard reaction at the carbonyl group of the formed adducts; and (iii) the Pauson–Khand cyclization of 1,6- or 1,7-enyne precursors thus prepared.
ISSN:0959-9436
DOI:10.1016/j.mencom.2008.07.011