308365-72-2

Upstream product

• 25458-46-2 4-methoxyphenyl methoxymethyl ether 
• 308365-67-5 (2S,3R)-N-Methoxy-N-methyl-1-(4-tosyl)-3-propyl-2-aziridinecarboxamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 308365-64-2 (2S,3R)-N-Methoxy-N-methyl-3-propyl-2-aziridinecarboxamide 

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.