133732-87-3

Upstream product

• 171622-66-5 ((Z)-2-Benzyloxy-1-tert-butylsulfanyl-vinyloxy)-trimethyl-silane 
• 212912-47-5 2RS,4S,5R-4-Methyl-3-p-methylphenylsulphonyl-2-methoxy-5-phenyl-1,3-oxazolidine 
• 108591-33-9 N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzene sulfonamide 
• 133756-22-6 2R,4S,5R,1'R-2-(Benzyloxy-t-butylthiocarbonylmethyl)-4-methyl-3-p-methylphenylsulphonyl-5-phenyl-1,3-oxazolidine 

Downstream Products

• 133732-88-4 2R,4S,5R,1'S-2-<1',2'-Dibenzyloxyethyl>-4-methyl-3-p-methylphenylsulphonyl-5-phenyl-1,3-oxazolidine 
• 102728-48-3 2,3-di-O-benzyl-L-glyceraldehyde 

Relevant academic research and scientific papers

Asymmetric synthesis by the use of norephedrine-derived 2-methoxy-oxazolidines. Part four: the synthesis of enantiomerically enriched polyhydroxylated building blocks

The Lewis acid promoted addition of five silylketeneacetals to norephedrine derived 2-methoxy oxazolidines allowed the stereoselective incorporation of an oxy function vicinal to the oxazolidinic C-2 position.Subsequent functional group modification and/or non destructive chirophor removal, afforded enantiomerically enriched polyhydroxylated building blocks such as (S)-di-O-benzyl glyceraldehyde and D-ribose propane-1,3 diyldithioacetal.A rational accounting for the selectivity of the coupling steps is proposed.Keywords: asymmetric synthesis / norephedrine / (S)-di-O-benzylglyceraldehyde / D-ribose propane-1,3-diyldithioacetal