The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols
Identificadores
URI: http://hdl.handle.net/10835/14794
DOI: https://doi.org/10.1002/aoc.5244
DOI: https://doi.org/10.1002/aoc.5244
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Torres García, Irene![Autoridad Universidad de Almería Autoridad Universidad de Almería](/themes/Mirage2/images/autoridades/autoridad.png)
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Fecha
2019-09-24Resumen
The half-sandwich titanocene reagent CpTiIIICl2, obtained by in situ reduction of commercial CpTiCl3 with manganese, is an excellent system for the Barbier-type reaction between aldehydes and propargylic halides, leading to homopropargylic alcohols and α-allenols. An efficient and straightforward methodology for the conversion of aldehydes into 2,5-dihydrofurans involving a two-step sequence (TiIII addition-AgI cyclization) is presented. The usefulness of the method is proved by the preparation of a Natural Product: a dihydrofuranic labdane, isolated from the leaves of Mikania sp. nov.
Palabra/s clave
Organic Chemistry