Submit Manuscript  

Article Details

The Hetero Diels-Alder Approach to Carbohydrate-Containing Molecular Scaffolding

[ Vol. 4 , Issue. 1 ]


Martina Cacciarini, Stefano Menichetti, Cristina Nativi and Barbara Richichi   Pages 47 - 57 ( 11 )


The hetero Diels-Alder reactions between α,α-dioxothiones, α-imino-α-oxothiones or orthothioquinones and glycals represent an effective way to prepare α- or β-, O- or N-glycosides with impressive chemo-, regio- and diastereoselectivity. The glycoderivatives so obtained are bicyclic, sulfur-containing, rigid structures, which, due to their differentiable functional groups, allow easy manipulations of the molecular architecture and can be used as veritable glycosyl scaffolds.


Heteronuclear single quantum coherence, Neurokinin A, Chinese hamster ovary (CHO), Carbohydrate-containing scaffolds, NMR spectroscopy, matrix metalloelastase 12


Dipartimento di Chimica Organica “Ugo Schiff”, Universita' di Firenze, via della Lastruccia, 13 I-50019 Sesto Fiorentino (FI), Italy.

Read Full-Text article