An efficient and convenient route for the preparation of natural and unnatural hystidine by asymmetric hydrogenation with Rhodium-phosphine complexes is described. The reductions were performed in presence of HBF4 to generate essential imidazolyl cation. Stereoselective incorporation of D2 into the α,β-positions was obtained by catalytic deuteration in presence of MeOD.

Histidine and deuterium labelled histidine by asymmetric catalytic reduction with gaseous H-2 or D-2 : the role of strong non-coordinating acids / E. Cesarotti, I. Rimoldi, D. Zerla, G. Aldini. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 19:3(2008), pp. 273-278. [10.1016/j.tetasy.2007.12.013]

Histidine and deuterium labelled histidine by asymmetric catalytic reduction with gaseous H-2 or D-2 : the role of strong non-coordinating acids

E. Cesarotti
Primo
;
I. Rimoldi
Secondo
;
D. Zerla
Penultimo
;
G. Aldini
Ultimo
2008

Abstract

An efficient and convenient route for the preparation of natural and unnatural hystidine by asymmetric hydrogenation with Rhodium-phosphine complexes is described. The reductions were performed in presence of HBF4 to generate essential imidazolyl cation. Stereoselective incorporation of D2 into the α,β-positions was obtained by catalytic deuteration in presence of MeOD.
Settore CHIM/08 - Chimica Farmaceutica
Settore CHIM/03 - Chimica Generale e Inorganica
2008
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/59544
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