The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols
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 me...
| Main Authors: | , , , , , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | English |
| Published: |
Wiley
2023
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| Subjects: | |
| Online Access: | http://hdl.handle.net/10835/14794 https://doi.org/10.1002/aoc.5244 |
| Summary: | 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. |
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