308365-75-5

Upstream product

• 308365-65-3 3-hydroxy-N-methoxy-N-methyl-2-(toluene-4-sulfonylamino)-butyramide 
• 308365-68-6 (2S,3S)-N-Methoxy-N,3-dimethyl-1-(4-tosyl)-2-aziridenecarboxamide 
• 34235-88-6 (2S,3S)-3-hydroxy-2-(4-methylphenylsulfonamido)butanoic acid 
• 824-91-9 O-methoxymethylphenol 
• 308365-73-3 (2-Methoxymethoxy-phenyl)-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanone 

Relevant academic research and scientific papers

Synthesis of optically active 3-amino-2,3-dihydrobenzopyran-4-ones by ring transformation of aziridinecarboxamides

Weinreb amides 1 of aziridinecarboxylic acids react with o-lithiated O-methoxymethylphenols 2 to 2-benzoylaziridines 3 which, after O-deprotection, undergo ring transformation by attack of the phenolic hydroxy group at 3-position of the aziridine ring affording optically active 3-aminodihydrobenzopyran-4-ones 5 under acidic conditions. Alternatively, 5-membered benzofuran-3-ones 6 and 7 can be obtained under basic conditions.