Polyhydroxypyrrolidine glycosidase inhibitors related to (+)-lentiginosine1

Article abstract of DOI:10.1080/07328300008544101

(+)-Lentiginosine (14) and (7R)-7-hydroxylentiginosine (26), powerful inhibitors of amyloglucosidases, and their enantiomers were obtained in high overall yields by a multistep synthesis involving 1,3-dipolar cycloaddition of enantiopure tartaric acid derived pyrroline N-oxides. Structurally related (S,S)-3,4-dihydroxypyrrolidines 29-33 were synthesized as simpler models and tested towards 24 glycosidases.

Full text of DOI:10.1080/07328300008544101

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Journal of Carbohydrate Chemistry
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Polyhydroxypyrrolidine Glycosidase
Inhibitors Related to (+)-
Lentiginosine
Francesca Cardona , Andrea Goti , Sylviane Picasso , Pierre
Vogel & Alberto Brandi
a Dipartimento di Chimica Organica “Ugo Schiff”, Centro
di Studio C.N.R. sulla Chimica e la Struttura dei Composti
Eterociclici e loro Applicazioni, Università di Firenze, via G.
Capponi 9, I-50121 Firenze, Italy
b Institut de Chimie Organique de l'Université de Lausanne,
BCH, CH-1015 Lausanne-Dorigny, Switzerland
Version of record first published: 07 Mar 2008.
To cite this article: Francesca Cardona , Andrea Goti , Sylviane Picasso , Pierre Vogel
& Alberto Brandi (2000): Polyhydroxypyrrolidine Glycosidase Inhibitors Related to (+)-
Lentiginosine, Journal of Carbohydrate Chemistry, 19:4-5, 585-601
To link to this article: http://dx.doi.org/10.1080/07328300008544101
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