Direct and stereoselective synthesis of β-d-mannosides using 4,6-O-benzylidene-protected mannosyl diethyl phosphite as a donor

Add time:09/10/2019    Source:sciencedirect.com

A direct and practical method for the construction of β-mannosidic linkages is described. While β-selectivities in the TMSOTf-promoted glycosidation of 2,3,4,6-tetra-O-benzyl-d-mannosyl diethyl phosphite are found to be highly dependent on the reactivity of acceptor alcohols, 2,3-di-O-benzyl-4,6-O-benzylidene-d-mannosyl diethyl phosphite reacts with a wide range of acceptor alcohols in the presence of TMSOTf in CH2Cl2 at −45 °C to give β-mannosides in high yields with good to high β-selectivities.

We also recommend Trading Suppliers and Manufacturers of DIETHYL TRIMETHYLSILYL PHOSPHITE (cas 13716-45-5). Pls Click Website Link as below: cas 13716-45-5 suppliers

Prev:Preparation of organophosphorus compounds from P–H compounds using o-(trimethylsilyl)aryl triflates as aryne precursors
Next:Trimethylsilyl triflate promoted 1,4-addition of silyl phosphites to cyclic enones)