2-Substituted 1,4-benzodioxanes, such as 2-cyano-, 2-methoxycarbonyl-, 2-aminocarbonyl-, and 2-formyl-1,4-benzodioxane, are key synthons that for the most part are never described as enantiomers or are inadequately characterized for enantiomeric purity. They were prepared by quantitative N,N-dichlorination of (R)- and (S)-2-aminomethyl-1,4-benzodioxane and successive functional group conversions in high yields without any racemization of the stereogenic benzodioxane C(2).
From 2-aminomethyl-1,4-benzodioxane enantiomers to unichiral 2-cyano- and 2-carbonyl-substituted benzodioxanes via dichloroamine / C. Bolchi, E. Valoti, V. Straniero, P. Ruggeri, M. Pallavicini. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 79:14(2014 Jul), pp. 6732-6737. [10.1021/jo500964y]
From 2-aminomethyl-1,4-benzodioxane enantiomers to unichiral 2-cyano- and 2-carbonyl-substituted benzodioxanes via dichloroamine
C. BolchiPrimo
;E. Valoti;V. Straniero;P. Ruggeri;M. Pallavicini
2014
Abstract
2-Substituted 1,4-benzodioxanes, such as 2-cyano-, 2-methoxycarbonyl-, 2-aminocarbonyl-, and 2-formyl-1,4-benzodioxane, are key synthons that for the most part are never described as enantiomers or are inadequately characterized for enantiomeric purity. They were prepared by quantitative N,N-dichlorination of (R)- and (S)-2-aminomethyl-1,4-benzodioxane and successive functional group conversions in high yields without any racemization of the stereogenic benzodioxane C(2).File | Dimensione | Formato | |
---|---|---|---|
J. Org. Chem 2014 79 6732.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
348.45 kB
Formato
Adobe PDF
|
348.45 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.