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. AlleviPrimo
;R. CribiùSecondo
;E. GianniniPenultimo
;M. AnastasiaUltimo
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.
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