Stable D-xylose ditriflate in divergent syntheses of dihydroxy prolines, pyrrolidines, tetrahydrofuran-2-carboxylic acids, and cyclic β-amino acids.

Rosalino Balo, Alberto G Fernández, Adam Chopdat, Soufian El Ayadi, Atsushi Kato, Ramón J Estévez, George W J Fleet, Juan C Estévez

Organic & biomolecular chemistry 2022 Dec 07

filter terms:

Double nucleophilic displacement of D-xylo-ditriflate by amines, water and alkyl cyanoacetates, respectively, gave a series of bicyclic divergent intermediates for the synthesis of a wide range of highly functionalized targets, including hydroxylated prolines, pyrrolidines, furanoic acids, and cyclopentanes.

Citation

Rosalino Balo, Alberto G Fernández, Adam Chopdat, Soufian El Ayadi, Atsushi Kato, Ramón J Estévez, George W J Fleet, Juan C Estévez. Stable D-xylose ditriflate in divergent syntheses of dihydroxy prolines, pyrrolidines, tetrahydrofuran-2-carboxylic acids, and cyclic β-amino acids. Organic & biomolecular chemistry. 2022 Dec 07;20(47):9447-9459