Found 1 publication. Displayed publication 1
Expand all publications       Show all as text (SweetDB notation)
1. (Article ID: 11449)
 
Duynstee HI, de Koning MC, van der Marel GA, van Boom JH
Synthesis of 3,4,5-trimethoxyphenyl 5''-O-caffeoyl-beta-D-erythro-apiofuranosyl-(1 -> 6)-beta-D-glucopyranoside: Kelampayoside B
Tetrahedron Letters 39(23) (1998) 4129-4132
 

Chemoselective NIS/ cat. TfOH-mediated glycosylation of ethyl 2,3,4-tri-O-benzoyl-1-thio-beta-D-glucopyranoside (4) with ethyl 2,3-di-O-acetyl-5-O-benzyl-1-thio-alpha/beta-D-erythro-apiofuranoside (3) gave dimer 5 in an excellent yield. BF3Et2O-catalysed condensation of the alpha-trichloroacetimidate 18, accessible in two steps from 5, with 3,4,5-trimethoxyphenol gave beta-linked derivative 19 which could be transformed in five steps into the title compound.

Phenol, C-glycosides, bark, highly stereoselective synthesis, aryl-2-deoxy-beta-glycosides, mitsunobu reaction, cinnamomum-cassia

The publication contains the following compound(s):
 

Expand this publication

Resort publications by:

New query Export IDs Home Help

Execution: <1 sec