Regio- and Chemoselective Deprotection of Primary Acetates by Zirconium Hydrides
Marine Gavel, Thibaut Courant, Antoine Yvan Philippe Joosten, Thomas Lecourt*
*Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA UMR 6014, 76000 Rouen, France, Email: Thomas.Lecourtinsa-rouen.fr
M. Gavel, T. Courant, A. Y. P. Joosten, T. Lecourt, Org. Lett., 2019, 21, 1948-1952.
DOI: 10.1021/acs.orglett.8b03947 (free Supporting Information)
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A combination of Cp2ZrCl2 and DIBAL-H promotes a regioselective cleavage of primary acetates on a broad scope of substrates, ranging from carbohydrates to terpene derivatives, with a high tolerance toward protecting groups and numerous functionalities found in natural products and bioactive compounds.
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