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  • SmI2/water/amine mediates cleavage of allyl ether protected alcohols: application in carbohydrate synthesis and mechanistic considerations.

SmI2/water/amine mediates cleavage of allyl ether protected alcohols: application in carbohydrate synthesis and mechanistic considerations.

Organic letters (2003-10-24)
Anders Dahlén, Andreas Sundgren, Martina Lahmann, Stefan Oscarson, Göran Hilmersson
RESUMEN

[reaction: see text]. SmI2/H2O/amine provides selective cleavage of unsubstituted allyl ethers in good to excellent yields. This method is therefore useful in deprotection of alcohols and carbohydrates.

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Sigma-Aldrich
Allyl phenyl ether, 99%