440104-47-2

Upstream product

• 100-39-0 benzyl bromide 
• 41546-31-0 L-xylose 
• 16838-89-4 2,3,5-tri-O-benzyl-L-xylofuranose 
• 13039-67-3 (2S,3S,4S)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol 
• 192211-53-3 N-benzyl-2,3,5-tri-O-benzyl-L-xylofuranosylamine 
• 100-46-9 benzylamine 
• 169736-18-9 (2S,3R,4S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-methoxyoxolane 
• 440104-39-2 (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-benzyloxymethyl-2-(2-propenyl)pyrrolidine 

Relevant academic research and scientific papers

A facile and rapid route to a new series of pyrrolizidines structurally related to (+)-alexine and (+)-australine

Addition of allylmagnesium chloride to protected L-xylofuranosylamine gave, after intramolecular cyclization, the corresponding polyhydroxylated 2-allylpyrrolidines. New series of analogues of (+)-alexine and (+)-australine were readily obtained from these intermediates by dihydroxylation, intramolecular nucleophilic displacement and subsequent deprotection. The determination of the configuration at the newly formed stereocentres was based on NMR experiments. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.