237388-03-3Relevant articles and documents
Asymmetric synthesis of amino sugars. Part 2. A novel versatile approach to the chiral non-racemic synthesis of 2-amino-2-deoxy sugars. Preparation of L-glucosamine, L-mannosamine and L-talosamine derivatives
Ermolenko, Ludmila,Sasaki, N. Andre,Potier, Pierre
, p. 2465 - 2473 (2007/10/03)
The asymmetric synthesis of 2-amino-2-deoxy sugars, starting from chiral building block and 2,3-O-isopropylideneglyceraldehyde via Julia olefination and subsequent dihydroxylation was discussed. The essential feature of the process is the transformation of the readily available building blocks into a fully protected derivative of 2-amino polyol followed by cyclization to 2-amino-2-deoxy sugar. The versatility of the approach was exemplified by the preparation of L-glucosamine, L-mannosamine and L-talosamine derivatives in highly diastereometrically pure forms.
Asymmetric synthesis of amino sugars. Part 1: Stereoselective synthesis of (2S,3S,4R,5S)-2-amino-1,3,4,5,6-hexanepentol derivatives and their conversion to L-mannosamine derivatives
Ermolenko, Ludmila,Sasaki, N. Andre,Potier, Pierre
, p. 5187 - 5190 (2007/10/03)
A novel approach for asymmetric synthesis of amino sugars is developed, starting from readily available chiral building blocks 1 and 2,3-O- isopropylideneglyceraldehyde 2, via the Julia olefination and subsequent dihydroxylation as key steps.
