Model Studies of Palladium-Catalysed Coupling Reactions for the "South-North" Attachment of Avermectins
- 1 January 1991
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1991 (01) , 53-56
- https://doi.org/10.1055/s-1991-20627
Abstract
Model palladium-catalysed vinyl-vinyl coupling reactions have been tested for the construction of the 8E,10E-diene system of avermectins. Cross coupling of the southern bicylic vinyl iodide ethyl 3-iodomethylene-3a-(trimethylsiloxy)octahydrobenzo-furan-4-carboxylate, prepared from ethyl 2-oxocyclohexanecarboxylate, with northern 1-alkenylstannanes or the one-carbon-homologation reagent tributyl(4-methoxybenzyloxymethyl)-stannane has been shown to occur with acceptable yields.Keywords
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