402846-23-5

Upstream product

• 944146-91-2 (4S,5R)-5-((R)-1,2-bis(benzyloxy)ethyl)-3-tosyl-4-vinyloxazolidin-2-one 
• 141692-76-4 (2R,3R)-1,2-bis(benzyloxy)hex-5-en-3-ol 
• 402846-19-9 (R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-2-yn-1-ol 
• 402933-11-3 (Z)-(4R,5R)-5,6-O-isopropylidenehex-2-ene-1,4-diol 
• 944146-90-1 (2R,3R)-1,2-bis(benzyloxy)hex-5-en-3-yl tosylcarbamate 
• 402846-22-4 (4S,5R,4'R)-N-(p-toluenesulfonyl)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-vinyl-2-oxazolidinone 

Downstream Products

• 402846-24-6 (4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one 
• 402846-27-9 (2S,3R,4R)-N-(p-toluenesulfonyl)-2-hydroxymethyl-3,4-dihydroxypyrrolidine 
• 402846-25-7 (2S,3R,4R)-N-(p-toluenesulfonyl)-2-vinyl-3,4-dihydroxypyrrolidine 

Relevant academic research and scientific papers

syn-1,2-amino alcohols via diastereoselective allylic C-H amination

A novel Pd/sulfoxide catalyzed diastereoselective allylic C-H amination reaction of chiral homoallylic N-tosyl carbamates is reported. Densely oxygenated ∞-olefin substrates with multiple stereogenic centers undergo allylic C-H amination in excellent yiel

Palladium(II)-catalyzed highly regio- and diastereoselective cyclization of difunctional allylic N-tosylcarbamates. A convenient synthesis of optically active 4-vinyl-2-oxazolidinones and total synthesis of 1,4-dideoxy-1,4-imino-L-xylitol

A Pd(II)-catalyzed cyclization of difunctional allylic N-tosyl carbamates in the presence of halide ions was developed with high regio- and diastereoselectivity. The reaction involves aminopalladation of alkene and β-heteroatom elimination to regenerate Pd(II) species. When the readily available homochiral alcohols were used as substrates, highly optically active 4-vinyl-2-oxazolidinones were easily obtained. The utility of this method was exemplified by the convenient synthesis of 1,4-dideoxy-1,4-imino-L-xylitol.