865814-07-9

Upstream product

• 865814-06-8 (2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose 

Downstream Products

• 22862-75-5 (2R,3S,4S)-3-(acetyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidinium chloride 
• 865814-22-8 tert-butyl (2R,3S,4S)-4-{[(tert-butoxy)carbonyl]oxy}-3-{[(tert-butyl)dimethylsilyl]oxy}-2-(4-methoxybenzyl)pyrrolidine-1-carboxylate 
• 865814-10-4 tert-butyl (2R,3S,4S)-3-(acetyloxy)-4-{[(tert-butoxy)carbonyl]oxy}-2-(4-methoxybenzyl)pyrrolidine-1-carboxylate 
• 865814-09-1 tert-butyl (2R,3S,4S)-3-{[(tert-butyl)dimethylsilyl]oxy}-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine-1-carboxylate 
• 865814-08-0 tert-butyl (2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-1-carboxylate 

Relevant academic research and scientific papers

Syntheses of enantiomerically pure 2-substituted pyrrolidin-3-ones via lithiated alkoxyallenes - An auxiliary-based synthesis of both enantiomers of the antibiotic anisomycin

The hydrochlorides of both enantiomers of the antibiotic anisomycin were prepared starting with the 'diacetone-fructose'-substituted allene 1 and the N-Boc-protected imine precursor 2a. Addition of an excess of lithiated 1 to 2a provided a 2:1 mixture 3a