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The Use of Tin (IV) Chloride to Selectively Cleave Benzyl Esters over Benzyl Ethers and Benzyl Amines

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dc.contributor.authorBaker, Alexander E. G.
dc.contributor.authorMarchal, Estelle
dc.contributor.authorLund, Kate-lyn A.R.
dc.contributor.authorThompson, Alison
dc.date.accessioned2018-11-14T18:18:02Z
dc.date.available2018-11-14T18:18:02Z
dc.date.issued2014
dc.description- Post-print - Publisher copyright and source must be acknowledged (must include NRC Research Press' copyright notice) - Must link to publisher versionen_US
dc.description.abstractBenzyl esters are cleaved upon reaction with SnCl4, resulting in isolation of the corresponding carboxylic acid. Importantly, benzyl ethers, amines and amides do not undergo debenzylation under these conditions, nor do a variety of other common protecting groups for alcohols, thereby rendering SnCl4 selective amongst Lewis acids. The scope, tolerance and limitations of the strategy are demonstrated through the analysis of several multi-functional substrates, including those bearing Cbz groups.en_US
dc.identifier.citationBaker, A. E., Marchal, E., Lund, K. L. A., & Thompson, A. (2014). The use of tin (IV) chloride to selectively cleave benzyl esters over benzyl ethers and benzyl amines. Canadian Journal of Chemistry, 92(12), 1175-1185. https://doi.org/10.1139/cjc-2014-0364en_US
dc.identifier.urihttp://hdl.handle.net/10222/74955
dc.publisherCanadian Journal of Chemistryen_US
dc.titleThe Use of Tin (IV) Chloride to Selectively Cleave Benzyl Esters over Benzyl Ethers and Benzyl Aminesen_US
dc.typeArticleen_US

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