899431-72-2

Upstream product

• 299409-44-2 N-benzyl-3-O-benzyl-5-deoxy-5-(hydroxylamino)-5-vinyl-1,2-O-isopropylidene-α-D-gluco-1,4-pentofuranoside 
• 299409-50-0 (R)-N-benzyl-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)prop-2-en-1-amine 
• 162740-21-8 (Z)-N-benzyl-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranos-5-ylidene)amine N-oxide 
• 899431-87-9 Benzyl-[(R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-but-3-enyl]-carbamic acid benzyl ester 
• 899431-69-7 3-O-benzyl-1,2-O-isopropylidene-5,6,7-trideoxy-5-(N-benzyl-N-benzoxycarbonylamino)-α-D-gluco-6-eno-hepta-1,4-furanose 
• 899431-70-0 Benzyl-[(S)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 899431-71-1 (4R,5R)-3-Benzyl-4-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-5-vinyl-oxazolidin-2-one 

Downstream Products

• 89955-60-2 1-epi-castanospermine 
• 899431-75-5 (S)-1-Benzyl-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidin-3-one 
• 899431-73-3 (2R,3R)-1-Benzyl-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidin-3-ol 

Relevant academic research and scientific papers

Intramolecular 5-endo-trig aminomercuration of β-hydroxy-γ- alkenylamines: Efficient route to a pyrrolidine ring and its application for the synthesis of (+)-castanospermine and analogues

The intramolecular aminomercuration reaction of sugar-derived β-hydroxy-γ-alkenylamines 8a-c undergoes 5-endo-trig cyclization in high yield. The sugar-substituted pyrrolidines thus obtained were elaborated to the synthesis of polyhydroxylated indolizidin