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Tributyltin hydride-mediated radical cyclisation of aldehydes and unsaturated ketones: the synthesis of hydroxy tetrahydrofurans, chromanols and related compounds

✍ Scribed by David Bebbington; Jon Bentley; Paul A Nilsson; Andrew F Parsons

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 83 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01586-0

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✦ Synopsis

The tributyltin hydride-mediated cyclisation of unsaturated ethers bearing an aldehyde or a,b-unsaturated ketone group is reported. Cyclisation proceeds via addition of the tributyltin radical to the carbonyl double bond and the resultant O-stannyl ketyl can add intramolecularly to electron-rich double bonds to form hydroxy tetrahydrofurans, chromanols or related compounds.

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ChemInform Abstract: Tributyltin Hydride

ChemInform Abstract: Tributyltin Hydride-Mediated Radical Cyclization of Aldehydes and Unsaturated Ketones: The Synthesis of Hydroxy Tetrahydrofurans, Chromanols and Related Compounds.

✍ David Bebbington; Jon Bentley; Paul A. Nilsson; Andrew F. Parsons 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

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