115757-28-3

Upstream product

• 172265-81-5 (R)-3-((R)-3,3-Dimethoxy-2-methyl-propionyl)-4-phenyl-oxazolidin-2-one 
• 100-39-0 benzyl bromide 
• 115757-27-2 (S)-3,3-dimethoxy-2-methylpropan-1-ol 

Downstream Products

• 116051-15-1 [(R)-3-Benzyloxy-2-methyl-prop-(E)-ylidene]-[bis-(4-methoxy-phenyl)-methyl]-amine 
• 111955-92-1 (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone 
• 111865-66-8 (3S,4R)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone 
• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 

Relevant academic research and scientific papers

Palladium(II)-Catalyzed Asymmetric Acetalization of Alkenes

The terminal olefinic carbon of N-methaacryloyl-2-oxazolidinones is smoothly acetalized by alcohols in the presence of PdCl2 catalyst.The use of 4(S)-isopropyl-, phenyl-, and tert-butyl-2-oxazolidinones as the chiral auxiliary resulted in the formation of the corresponding (2'S)-acetals in 61, 80, and 95percent de, respectively.Reductive removal of the auxiliary with LiAlH4 followed by deacetalization produced (R)-3-hydroxy-2-methylpropanal.The enantiomer of this compound, derived from 4(R)-substituted oxazolidinones, served as a building block for synthesizing a 1β-methylcarbapenem precursor in high enantiomeric excess.In the acetalization of 3',3'-dideuteriated methacryloyl-4-isopropyloxazolidinone with MeOH, one D-atom on the terminal olefinic carbon stereoselectively migrated to the chiral center in the product acetal.On the basis of this 1,2-hydride migration and the conformational preference of the methacryloyl moiety, the reaction pathway and the mechanism of the diastereoselection are discussed.