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ChemInform Abstract: 6-O-Demethylation of the Thevinols with Lithium Aluminum Hydride: Selective Demethylation of a Tertiary Alkyl Methyl Ether in the Presence of an Aryl Methyl Ether.

✍ Scribed by Simon W. Breeden; Andrew Coop; Stephen M. Husbands; John W. Lewis

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
31
Category
Article
ISSN
0931-7597

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6-O-Demethylation of the Thevinols with
6-O-Demethylation of the Thevinols with Lithium Aluminium Hydride: Selective Demethylation of a Tertiary Alkyl Methyl Ether in the Presence of an Aryl Methyl Ether
✍ Simonβ€…W. Breeden; Andrew Coop; Stephenβ€…M. Husbands; Johnβ€…W. Lewis πŸ“‚ Article πŸ“… 1999 πŸ› John Wiley and Sons 🌐 German βš– 59 KB πŸ‘ 1 views

In the pursuit of ring-constrained analogues of buprenorphine, we wished to prepare 6-O-demethylated analogues of the thevinols and orvinols. Previously it had been disclosed that lithium aluminum hydride (LAH) in THF containing a chlorinated solvent could achieve this transformation. Here we report