725250-75-9

Upstream product

• 595582-10-8 2-(2-[1,3]Dioxolan-2-yl-ethyl)-1-((S)-2-hydroxy-1-phenyl-ethyl)-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester 
• 120417-13-2 (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethylamine 
• 20989-17-7 (2S)-2-phenylglycinol 
• 595582-06-2 1-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-2-(2-[1,3]dioxolan-2-yl-ethyl)-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester 

Downstream Products

• 725250-81-7 (1S)-(2S)-(3S)-2-(2-[1,3]dioxolan-2-yl-ethyl)-1-(2-hydroxy-1-phenyl-ethyl)-piperidine-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Enantioselective synthesis of indolizidine and quinolizidine derivatives from chiral non-racemic bicyclic lactams

Chiral non-racemic bicyclic lactams 2b,c, derived from (R)- and (S)-phenylglycinol, were used in the enantioselective synthesis of (-)-lupinine and 5-epitashiromine, respectively. The efficiency of the synthesis relied on the high diastereoselectivities of formation and reduction of compounds 2b,c.

A novel stereocontrolled synthesis of enantiopure bicyclic lactams

A study on the reactivity of 3,4-dihydro-2-pyridones 9, derived from (S)-phenylglycinol, toward different bases is presented. Using a catalytic amount of bases, the cis bicyclic lactams were obtained with excellent diastereoselectivities.