The paper reports some successful results on the first fully stereoselective total synthesis of the collagen cross-link pyridinolines. All stereogenic centers are stereoselectively introduced using Williams glycine template methodology, and oxazinones are used as a source of chirality and as easily removable protecting groups of the amino acidic functionalities during the assembly of the pyridinoline nucleus.

Practical syntheses of pyridinolines, important amino acidic biomarkers of collagen health / P. Allevi, R. Cribiù, E. Giannini, M. Anastasia. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 72:9(2007), pp. 3478-3483.

Practical syntheses of pyridinolines, important amino acidic biomarkers of collagen health

P. Allevi
Primo
;
R. Cribiù
Secondo
;
E. Giannini
Penultimo
;
M. Anastasia
Ultimo
2007

Abstract

The paper reports some successful results on the first fully stereoselective total synthesis of the collagen cross-link pyridinolines. All stereogenic centers are stereoselectively introduced using Williams glycine template methodology, and oxazinones are used as a source of chirality and as easily removable protecting groups of the amino acidic functionalities during the assembly of the pyridinoline nucleus.
pyridinoline ; collagen cross-link ; Williams methodology ; oxazinones
Settore BIO/10 - Biochimica
http://pubs3.acs.org/acs/journals/doilookup?in_doi=10.1021/jo070136g
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/28619
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