Selective derivatization of D-galactose towards a practical synthesis of C-6 L-fucose analogues

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Abstract

Starting fromd-galactose, a convenient protocol is described for the synthesis ofl-fucose C-6 analogue, 2,3,4,5-tetra-O-acetyl-5-(1,3-dithiolan-2-yl)-l-galactopyranose, in an overall yield of 40% after 6 steps, making use of stable intermediates. A chemoselective protection/deprotection strategy was studied using TBDMS and TBDPS silyl ethers for protection ofd-galactose primary hydroxyl group.
Original languageUnknown
Pages (from-to)6633-6636
JournalTetrahedron Letters
Volume53
Issue number49
DOIs
Publication statusPublished - 1 Jan 2012

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