690981-90-9

Upstream product

• 162740-21-8 (Z)-N-benzyl-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranos-5-ylidene)amine N-oxide 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 690981-92-1 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose 
• 1384986-04-2 (R,E)-N-benzylidene-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)but-3-en-1-amine oxide 
• 690981-94-3 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-benzoxycarbonylamino)-α-D-gluco-7-eno-octo-1,4-furanose 
• 690981-95-4 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-benzoxycarbonylamino)-α-D-gluco-hepto-dialdo-1,4-furanose 
• 760974-18-3 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-propenylamino)-α-D-gluco-7-eno-octo-1,4-furanose 
• 760974-19-4 1,2-O-isopropylidene-5,6,7,8,9-pentadeoxy-5,9-(N-benzylimino)-α-D-gluco-7-eno-nona-1,4-furanose 
• 690981-88-5 1,2-O-isopropylidene-5,6,7,8,9-penta-deoxy-5,9-(N-benzoxycarbonyl-imino)-α-D-gluco-nona-1,4-furanose 

Relevant academic research and scientific papers

An efficient synthesis of trihydroxy quinolizidine alkaloids using ring-closing metathesis

The sequential C- and N-allylation of D-glucose-derived nitrone 2 provides the required diene functionality with nitrogen linker that was used in ring-closing metathesis pathway in the synthesis of quinolizidine alkaloids 1a and 1b.

Synthesis of trihydroxy quinolizidine alkaloids: 1,3-Addition reaction of allylmagnesium bromide to a sugar nitrone

The synthesis of (1R,2R,3S,9aR) and (1R,2R,3S,9aS) trihydroxy quinolizidine alkaloids 3a and 3b from D-glucose derived nitrone 4 is described. The key transformation involves the 1,3-addition of allylmagnesium bromide to nitrone 4 that afforded high diast