ChemInform Abstract: Reductive Cleavage of Benzyl Ethers with Lithium Naphthalenide. A Convenient...

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1997 protection, deprotection

protection, deprotectionO 0345

30 - 062Reductive Cleavage of Benzyl Ethers with Lithium Naphthalenide. AConvenient Method for Debenzylation. — Various benzyl ethers areconverted to the corresponding alcohols using lithium naphthalenide as reagent.This procedure is compatible with several functionalities and different hydroxylprotecting groups. Reduction of the ketone in (XI) is prevented by formation ofthe enolate ion with LDA prior to reductive cleavage of the benzyl ether. —(LIU, H.-J.; YIP, J.; SHIA, K.-S.; Tetrahedron Lett. 38 (1997) 13, 2253-2256;Dep. Chem., Univ. Alberta, Edmonton, Alberta T6G 2G2, Can.; EN)

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