302565-99-7

Upstream product

• 302565-96-4 (2S,6R)-2-(tert-butyl-diphenylsilyloxymethyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridine-3-one 
• 249928-44-7 (S)-1-(furan-2-yl)-2-tert-butyldiphenylsilyloxy-N-(toluene-4-sulfonyl)ethylamine 
• 302565-97-5 (2S,6R)-2-(tert-butyl-diphenylsilanyloxymethyl)-6-methoxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridine-3-one 

Relevant academic research and scientific papers

Stereoselective Michael addition of thiophenols, amino acids and hydrazoic acid to (2S)-hydroxymethyl-dihydropyridone as a convenient route to novel azasugar derivatives

The outcome and stereochemical aspects of 1,4-conjugate addition of thiophenols, α-aminoacid derivatives and hydrazoic acid to chiral (2S)-hydroxymethyl-dihydropyridone 3 is presented. Subsequent reduction with NaBH4 provided predominantly the kinetically favored axial 3-piperidinol adducts. The stereochemistry of the products, which depends on electrostatic interaction and steric hindrance, was revealed by 1H NMR and 2D NOESY spectroscopic analysis. (C) 2000 Elsevier Science Ltd.