213532-65-1

Upstream product

• 65874-27-3 4-(tert-butoxycarbonyl)benzaldehyde 
• 213532-62-8 [(1S)-10-(diisopropylsulfamoyl)isobornylthio]nitromethane 
• 96323-05-6 (1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide 
• 619-66-9 4-Carboxybenzaldehyde 
• 213532-59-3 (1S)-N,N-bis(1-methylethyl)-7,7-dimethyl-2-thioxobicyclo[2.2.1]heptane-1-methanesulfonamide 
• 213532-60-6 (1S)-10-(diisopropylsulfamoyl)thioisoborneol 
• 213532-61-7 C₁₆H₃₀ClNO₂S₂ 

Relevant academic research and scientific papers

Diastereoselective Conjugate Addition to (+)-Camphorsulfonic Acid Derived Nitroalkenes: Synthesis of α-Hydroxy and α-Amino Acids

Diastereoselective tandem conjugate addition of both oxygen- and nitrogen-centered nucleophiles to the novel (1S)-10-camphorsulfonic acid derived nitroalkenes 9, 10, and 11 and ozonolysis gave the α-hydroxy and α-amino thiol acid derivatives 12, 13, and 14. In all cases, the (R)-diastereomer was formed as the major component albeit with only modest levels of selectivity (33-71% de). The structures of the products and the stereochemistry of the Michael addition step were unequivocally established by X-ray crystallographic studies of nitroalkenes 9 and 10 and (2S)-12c and (2R)-13a and by alternative syntheses from (S)-alanine, (S)-valine, and ethyl (S)-lactate.