Straightforward access to a new class of D-gulo- and D-allo-derived directly linked (1f3)-imino-C-disaccharides by means of cycloaddition reactions of enantiopure polyhydroxylated pyrroline N-oxides with isolevoglucosenone is reported. The cycloaddition reactions display a high level of double asymmetric induction, which allows a partial kinetic resolution of a racemic nitrone.
Nitrone Cycloadditions to Isolevoglucosenone: Ready Access to a New Class of Directly Linked (1-3)-Imino-C-disaccharides / F. Cardona; A. Goti; A. Brandi. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 5:(2003), pp. 1475-1478. [10.1021/ol0342507]
Nitrone Cycloadditions to Isolevoglucosenone: Ready Access to a New Class of Directly Linked (1-3)-Imino-C-disaccharides
CARDONA, FRANCESCA;GOTI, ANDREA;BRANDI, ALBERTO
2003
Abstract
Straightforward access to a new class of D-gulo- and D-allo-derived directly linked (1f3)-imino-C-disaccharides by means of cycloaddition reactions of enantiopure polyhydroxylated pyrroline N-oxides with isolevoglucosenone is reported. The cycloaddition reactions display a high level of double asymmetric induction, which allows a partial kinetic resolution of a racemic nitrone.
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