Recently we found that a copper catalysed Ueno–Stork cyclization can be a very useful means for the expedient synthesis of dichloro-gamma-lactones, but, to take advantage of this step, the method still lacks of an efficient and selective follow-up. This Letter describes our progress in that field, unveiling the use of a supported and recyclable Cr(VI) catalyst for the simultaneous deprotection and oxidation of cyclic dichloro hemiacetals.
Simultaneous deprotection-oxidation of cyclic hemiacetals: A fine ending for a Ueno-Stork ATRC to dichloro-γ-lactones / Roncaglia, Fabrizio; Ghelfi, Franco; Felluga, Fulvia; Poppi, Valentina. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 55:17(2014), pp. 2865-2868. [10.1016/j.tetlet.2014.03.090]
Simultaneous deprotection-oxidation of cyclic hemiacetals: A fine ending for a Ueno-Stork ATRC to dichloro-γ-lactones
RONCAGLIA, Fabrizio;GHELFI, Franco;
2014
Abstract
Recently we found that a copper catalysed Ueno–Stork cyclization can be a very useful means for the expedient synthesis of dichloro-gamma-lactones, but, to take advantage of this step, the method still lacks of an efficient and selective follow-up. This Letter describes our progress in that field, unveiling the use of a supported and recyclable Cr(VI) catalyst for the simultaneous deprotection and oxidation of cyclic dichloro hemiacetals.
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