The synthesis of C2 symmetry diesters of (3R,4R)-TTFOL through a green and stereoselective (2R,3R)-TADDOL rearrangement

An efficient, green, and atom economic methodology for the stereoselective synthesis of C2 symmetry (3R,4R)-TTFOL diester derivatives has been developed. The procedure occurs through a (2R,3R)-TADDOL dioxolane cleavage and rearrangement under mild conditions by its reaction with a carboxylic acid in the presence of TFAA/H3PO4 without the need for an inert atmosphere to give generally high yields.

Palabras clave: Ttfol , Green Chemistry , Atom Economy , Taddol Rearrangement

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Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)

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URI: http://hdl.handle.net/11336/40477

DOI: http://dx.doi.org/10.1016/j.tetasy.2015.10.014

URL: https://www.sciencedirect.com/science/article/pii/S0957416615003924

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Articulos(INQUISUR)
Articulos de INST.DE QUIMICA DEL SUR

Citación

Costantino, Andrea Rosana; Montiel Schneider, María Gabriela; Galmádez, Antonio; Ocampo, Romina Andrea; Mandolesi, Sandra Delia; et al.; The synthesis of C2 symmetry diesters of (3R,4R)-TTFOL through a green and stereoselective (2R,3R)-TADDOL rearrangement; Pergamon-Elsevier Science Ltd; Tetrahedron: Asymmetry; 26; 23; 12-2015; 1341-1347

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