848978-55-2

Upstream product

• 54125-02-9 danishefsky's diene 
• 120255-31-4 C₃₃H₄₈ClNO₉ 
• 108342-87-6 tetra-O-pivaloyl-β-D-galactopyranosylamine 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 1219026-37-5 (2S)-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-5-bromo-2-(4-chlorphenyl)-5,6-dehydro-piperidin-4-one 
• 848978-60-9 (2S)-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-2-(4-chlorophenyl)-4-(trifluoromethanesulfonyloxy)-4,5-didehydro-piperidine 

Relevant academic research and scientific papers

Palladium-catalysed C-C coupling reactions in the enantioselective synthesis of 2,4-disubstituted 4,5-dehydropiperidines using galactosylamine as a stereodifferentiating auxiliary

Stereoselective synthesis of enantiomerically pure 2,4-disubstituted piperidine derivatives, which are considered interesting pharmacophoric structures, was achieved starting with a tandem Mannich-Michael reaction sequence on O-pivaloylated N-galactosyl a

Stereoselective synthesis of bromopiperidinones and their conversion to annulated heterocycles

N-Galactopyranosyl- and N-glucopyranosyl imines of aliphatic, aromatic and heteroaromatic aldehydes react with 1-methoxy-3-trimethylsilyloxy-1,3-butadiene in a domino Mannich-Michael reaction cascade to give 2-substituted 5,6-dehydro-piperidin-4-ones with high diastereoselectivity. Treatment of these cyclic enaminones with N-bromo-succinimide yields the corresponding 2-substituted 5-bromo-5,6-dehydropiperidinones which react with L-Selectride or methylcuprate to afford the saturated bromo-piperidinones with high diastereoselectivity. Condensation reactions of these products with thioamides afford thiazolopiperidines.