860646-95-3

Upstream product

• 56941-77-6 (R)-1-phenylethyl(benzylidene)amine 
• 100-52-7 benzaldehyde 
• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 153433-80-8 ethyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 143615-00-3 (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester 
• 132201-33-3 (2R,3S)-N-benzoyl-3-phenylisoserine 

Relevant academic research and scientific papers

1,3-dipolar cycloadditions of carbonyl ylides to aldimines: Scope, limitations and asymmetric cycloadditions

The development of a diastereoselective 1,3-dipolar cycloaddition of carbonyl ylides and imines for the synthesis of α-hydroxy-β-amino esters is described. The methodology is successfully applied to chiral α-methylbenzylimines affording enantiomerically p

1,3-Dipolar cycloadditions of carbonyl ylides to aldimines: A three-component approach to syn-α-hydroxy-β-amino esters

(Chemical Equation Presented) A highly diastereoselective Rh II-catalyzed 1,3-dipolar cycloaddition leads to the formation of syn-β-amino alcohols and syn-α-hydroxy-β-amino acids in high yields (see scheme; p-TSA = poro-toluenesulfonic acid, Bn = benzyl). This three-component approach to the addition of metal-associated carbonyl ylides to aldimines was applied to a short enantioselective synthesis of the C13 side chain of taxol.