BORON TRIFLUORIDE ETHERATE AS AN EFFECTIVE REAGENT FOR THE STEREOSELECTIVE ONE-POT CONVERSION OF ACETYLATED 2-TRIMETHYLSILYLETHYL GLYCOSIDES INTO SUGAR 1,2-TRANS-ACETATES.

DOI: 10.1016/S0040-4039(00)84092-7

Source and publish data:

Tetrahedron Letters p. 753 - 756 (1986)

Update date:2022-08-17

Topics:

Authors:

Jansson, Karl

Frejd, Torbjoern

Kihlberg, Jan

Magnusson, Goeran

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Article abstract of DOI:10.1016/S0040-4039(00)84092-7

Treatement of 2-trimethylsilylethyl glycosides with boron trifluoride etherate in the presence of acetic anhydride gave the corresponding sugar acetate in >90percent isolated yield and with a 1,2-trans:cis ratio of >20:1.The sugar with a free anomeric hydroxyl group was obtained when acetic anhydride was omitted.

Full text of DOI:10.1016/S0040-4039(00)84092-7

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