476486-34-7

Upstream product

• 188447-91-8 (S)-p-toluenesulfinimide 
• 101331-92-4 4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose 
• 5804-85-3 diethylaluminium cyanide 

Downstream Products

• 476486-37-0 (S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile 

Relevant academic research and scientific papers

Asymmetric synthesis of polyhydroxy α-amino acids with the sulfinimine-mediated asymmetric Strecker reaction: 2-amino 2-deoxy l-xylono-1,5-lactone (polyoxamic acid lactone)

Polyhydroxylated sulfinimines derived from protected 1,2-O-isopropyliden-L-threoses undergo the sulfinimine-mediated Strecker syntheses to give α-amino nitriles in good yield and de. A double stereodifferentiation effect was not observed and the diastereoselectivity is controlled by the absolute configuration of the sulfinyl group. Hydrolysis of the amino nitriles afforded the lactone rather than polyoxamic acid.