865859-84-3

Upstream product

• 546-67-8 lead(IV) tetraacetate 
• 1614-12-6 1H-1,2,3-benzotriazol-1-amine 
• 16162-51-9 (S)-(-)-(2-hydroxy-2-phenyl-1-ethyl)-phenyl thioether 
• 40435-14-1 (S)-1-phenyl-2-(tosyloxy)ethanol 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 17199-29-0 (S)-Mandelic acid 
• 865860-14-6 acetic acid (1S)-1-phenyl-2-(phenylsulfanyl)ethyl ester 
• 4692-12-0 1,3,4,6-tetra-O-acetyl glucopyranose 

Downstream Products

• 865859-86-5 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-glucopyranosyl trichloroacetimidate 

Relevant academic research and scientific papers

Benzyne arylation of oxathiane glycosyl donors

The arylation of bicyclic oxathiane glycosyl donors has been achieved using benzyne generated in situ from 1-aminobenzotriazole (1-ABT) and lead tetraacetate. Following sulfur arylation, glycosylation of acetate ions proceeded with high levels of stereoselectivity to afford a-glycosyl acetates in a 'one-pot' reaction, even in the presence of alternative acceptor alcohols.

A general strategy for stereoselective glycosylations

The principal challenge that the synthesis of oligosaccharides of biological importance presents is the development of a general approach for the stereoselective introduction of a glycosidic linkage. It is shown here that a (1S)-phenyl-2-(phenylsulfanyl)e