4.4 Article

Debenzylation using catalytic hydrogenolysis in trifluoroethanol, and the total synthesis of (-)-raumacline

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 13, Pages 2150-2153

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.01.104

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N-Debenzylations using catalytic hydrogenolysis often fail to take place unless alcoholic solvents are used, but this can lead to N-alkylation as a side reaction; using trifluoroethanol as the solvent overcomes this problem, and leads to highly reliable hydrogenolyses for a wide range of substrates, including the final deprotection step in our total synthesis of (-)-raumacline. (c) 2008 Elsevier Ltd. All rights reserved.

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