791821-56-2

Upstream product

• 106-95-6 allyl bromide 
• 791821-57-3 cis,cis-3-tert-butyldimethylsilyloxy-4-acetamido-5-benzyloxycyclopentene 
• 100-39-0 benzyl bromide 
• 213406-16-7 (1S,4R,5R)-5-acetylamino-4-tert-butyldimethylsilyloxy-2-cyclopenten-1-ol 
• 791821-55-1 trans,cis-4-acetamido-5-benzyloxycyclopenten-3-ol 
• 791821-58-4 cis,cis-4-acetamido-5-benzyloxycyclopenten-3-ol 
• 791821-52-8 trans,cis-3-tert-butyldimethylsilyloxy-4-acetamidocyclopenten-5-ol 
• 791821-53-9 trans,cis-3-tert-butyldimethylsilyloxy-4-acetamido-5-benzyloxycyclopentene 

Downstream Products

• 791821-72-2 1-[2-(1-benzyloxy-allyl)-3-(tert-butyl-dimethyl-silanyloxy)-3,6-dihydro-2H-pyridin-1-yl]-ethanone 

Relevant academic research and scientific papers

Stereoselective synthesis of polyhydroxylated indolizidines based on pyridinium salt photochemistry and ring rearrangement metathesis

Ruthenium-catalyzed ring rearrangement metathesis (RRM) reactions of stereochemically diverse, differentially protected 4-N- allylacetamidocyclopenten-3,5-diols, prepared by using pyridinium salt photochemistry, have been explored as part of a program to develop novel routes for the synthesis of polyhydroxylated indolizidines. The RRM reactions, which produce selectively protected 1-acetyl-2-allyl-3-hydroxy-1,2,3,6- tetrahydropyridines, were found to take in high yields and with high levels of regioselectivity. The significance of RRM reactions of 4-N- allylacetamidocyclopenten-3,5-diols in the context of polyhydroxylated indolizidine synthesis is demonstrated by an application to the concise preparation of the potent glycosidase inhibitor, (-)-swainsonine.