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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
ABSTRACT

[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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Allyl phenyl ether, 99%