767321-69-7

Upstream product

• 133578-29-7 2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl fluoride 
• 18292-04-1 2-(trimethylsilyloxy)pyridine 
• 6921-34-2 benzylmagnesium chloride 
• 390805-93-3 1,2-dihydro-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-pyridin-2(1H)-one 

Relevant academic research and scientific papers

Stereoselective synthesis of benzomorphan derivatives with perpivaloylated galactose as the chiral auxiliary

(Chemical Equation Presented) "Which way, sugar?" The cyclization of benzyl-substituted N-galactosyl didehydropiperidinones leads stereoselectively to regioisomerically annelated and highly substituted benzomorphan derivatives, which are pharmacophoricall

Stereoselective synthesis of enantiomerically pure piperidine derivatives by N-galactosylation of pyridones

Stereoselective desymmetrization of 4-pyridone has been achieved through selective N-galactosylation, activation of the N-(galactosyl)pyridone by O-silylation and immediate addition of Grignard compounds. Chiral piperidine derivatives, e.g. (S)-(+)-coniine and (5S,9S)-(+)-indolozidine 167B, were synthesised in enantiomerically pure form using these highly regio- and stereoselective reactions. After N-galactosylation of 2-pyridone and O-silylation of the N-galactosyl-2-pyridone, addition of a Grignard compound proceeded with high 1,4-regioselectivity and complete diastereoselectivity, to furnish 4-substituted 5,6-dehydro-2-piperidones. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.