ChemInform Abstract: A Route to 1,1-Diorganometallic Species via the Claisen Rearrangement of Functionalized γ-Hydroxyvinylstannanes.
Abstract
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ChemInform Abstract
The propargylic alcohols (I) are converted to the vinylic stannanes (III) by a known procedure. Reaction of (III) with dimethylacetamide dimethyl acetal (IV) forms mainly the trans-configurated γ,δ-unsaturated amides (V). The carbinol (VI) does not react under these conditions. The silylalkynone (VII) is transformed into the chiral stannane (VIII) which is consecutively coupled with (IV) and reduced, yielding the optically active alcohol (IX).
