[Hydrostannylations of alkynes and enynes. Preparation of trienic systems. Contribution to the total synthesis of an analogue of kijamicin]
(2000) L’actualité Chimique — n° 7-8, p. 70-73 (2000)
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- Abstract
- The goal of this work consists of the total synthesis of the aglycon of an analogue of kijamicin. The bottom part is a decalinic structure and the key step of its synthesis is an intramolecular Diels Alder reaction. This unit is obtained by a palladium catalysed coupling. The olefinic and dienic moieties could be prepared in one step by hydrometallation of alkynes or eynes. In order to realise these hydrometallation stannylcupration in the presence of a proton source was developed as a new technology. This methodology provided us the desired metallated terminal dienyl moiety. Moreover, this method proved applicable to various different substituted alkynes and enynes. Different precursors of the Diels Alder cycloaddition have been synthesised starting from these trienic systems. Only one of them allows us to prepare the desired decalinic structure of the bottom fragment of the aglycon.
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Betzer, J. (2000). [Hydrostannylations of alkynes and enynes. Preparation of trienic systems. Contribution to the total synthesis of an analogue of kijamicin]. L’actualité Chimique, 7-8, 70-73. https://hdl.handle.net/2078.5/139472 (Original work published 2000)