474558-83-3

Upstream product

• 77-76-9 2,2-dimethoxy-propane 
• 474558-82-2 (2R,3R,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-phenylpyrrolidine 
• 474558-78-6 Allyl-((1R,2R)-2,3-dihydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester 
• 474558-77-5 (2R,3R)-3-allylamino-3-phenylpropane-1,2-diol 
• 474558-80-0 (1S)-N-allyl-N-(tert-butoxycarbonyl)-1-phenylallylamine 
• 316813-68-0 (2S)-N-tert-butoxycarbonyl-2-phenyl-2,5-dihydropyrrole 
• 21915-53-7 (2R,3S)-(3-phenyloxiran-2-yl)methanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 168126-70-3 (S)-4-methyl-N-(1-phenylallyl)benzenesulfonamide 
• 887113-28-2 (2R,3R,4S)-2-Phenyl-1-(toluene-4-sulfonyl)-pyrrolidine-3,4-diol 
• 887113-26-0 N-allyl-4-methyl-N-(1-phenyl-allyl)-benzenesulfonamide 
• 887113-32-8 4-methyl-N-(2-oxo-1-phenyl-ethyl)-benzenesulfonamide 
• 887113-27-1 (S)-2-phenyl-1-tosyl-2,5-dihydro-1H-pyrrole 

Relevant academic research and scientific papers

Asymmetric synthesis of α-amino aldehydes from sulfinimine (N-sulfinyl imine)-derived α-amino 1,3-dithianes. Formal synthesis of (-)-2,3-trans-3,4-cis-dihydroxyproline

Hydrolysis of sulfinimine-derived N-sulfinyl α-amino 1,3-dithianes with aqueous 1,3-dibromo-5,5-dimethylhydantoin affords the corresponding N-tosyl α-amino aldehydes in good yield and high enantiomeric purity. These aldehydes can be reduced to amino alcoh

Ring-closing metathesis of chiral allylamines. Enantioselective synthesis of (2S,3R,4S)-3,4-dihydroxyproline

The ring-closing metathesis (RCM) of two types of unsaturated chiral allylamines III, easily available from enantiomerically enriched epoxy alcohols, has been studied. Fully protected allylamines IIIa [1R = CH2-(CH2)n-CH=CH2; 2R = Boc; 3R = PMB] have been prepared from unsaturated epoxy alcohols, whereas bis-allylamines IIIb (1R = Ph, 2R = allyl, 3R = Boc or PMB) have been prepared from 2,3-epoxy-3-phenylpropanol. Both types have been subjected to RCM to provide either cyclic allylamine I or II. The synthetic potential of these intermediates has been demonstrated by the enantioselective synthesis of (2S,3R,4S)-3,4-dihydroxyproline.