Stable d-xylose ditriflate in divergent syntheses of dihydroxy prolines, pyrrolidines, tetrahydrofuran-2-carboxylic acids, and cyclic β-amino acids†
Rosalino
Balo, 
a
Alberto G.
Fernández,
a
Adam
Chopdat,
a
Soufian El
Ayadi,
a
Atsushi
Kato,
c
Ramón J.
Estévez,
ab
George W. J.
Fleet
*b
and
Juan C.
Estévez
*a
a
Alberto G.
Fernández,
a
Adam
Chopdat,
a
Soufian El
Ayadi,
a
Atsushi
Kato,
c
Ramón J.
Estévez,
ab
George W. J.
Fleet
*b
and
Juan C.
Estévez
*a
Abstract
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.
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