α-Selectivity and glycal formation are temperature dependent in glycosylation with sialic acid. Synthesis of a Neu5Acα(2-6)Gal thioglycoside building block

DOI: 10.1016/0040-4039(91)80132-P

Source and publish data:

Tetrahedron Letters p. 7453 - 7456 (1991)

Update date:2022-08-06

Topics:

Authors:

Birberg Birberg

Lonn Lonn

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Article abstract of DOI:10.1016/0040-4039(91)80132-P

The glycosylation with the N-acetylneuraminic acid (Neu5Ac) donor 1 of the 6-OH position of D-galactose in various nitriles promoted by methylsulfenyl triflate at different temperatures is reported. The proportion of α-sialoside increased and glycal 5 decreased at lower temperatures. A short route to a Neu5Acα(2-6)Gal thioglycoside building block is also described.

Full text of DOI:10.1016/0040-4039(91)80132-P

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