Details

Autor(en) / Beteiligte

• Lieberknecht, Albrecht
• Griesser, Helmut
• Krämer, Bernd
• Bravo, Rodolfo D.
• Colinas, Pedro A.
• Grigera, Raúl J.

Titel

Diastereoselective synthesis of β-(3,4,6-tri- O-benzyl-2-deoxy-β-D-galactopyranosyl)- N- tert-butoxycarbonyl-D-alanine

Ist Teil von

• Tetrahedron, 1999-05, Vol.55 (21), p.6475-6482

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

1999

Link zum Volltext

Quelle

Elsevier Journal Backfiles on ScienceDirect (DFG Nationallizenzen)

Beschreibungen/Notizen

• Key steps in the synthesis of β-(3,4,6-tri- O-benzyl-2-deoxy-β-D-galactopyranosyl)- N- tert-butoxy-carbonyl-D-alanine are the Wittig reaction of 2-deoxy-galactopyranosylphosphonium salt 2 and Garner aldehyde, as well as the subsequent diastereoselective hydrogenation of the olefinated sugar 3a,b. Olefination of 2-deoxy-galactose as a key step in the synthesis of β-D-(galactopyranosyl)-D-alanine derivatives.