Organic Letters 2003-10-30

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

Anders Dahlén, Andreas Sundgren, Martina Lahmann, Stefan Oscarson, Göran Hilmersson

Index: Org. Lett. 5(22) , 4085-8, (2003)

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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.