Quasienantiomeric levoglucosenone and isolevoglucosenone allow the parallel kinetic resolution of a racemic nitrone

F CARDONA, DANIELA LALLI, C FAGGI, A GOTI, A BRANDI

Research output: Contribution to journalArticlepeer-review

Abstract

(Chemical Equation Presented) Cycloadditions of chiral pyrroline N-oxides to levoglucose-none (1) and isolevoglucosenone (2) proceed with a high level of double asymmetric induction. Partial kinetic resolutions (KR) of both enantiomers of a racemic nitrone 3 were achieved, and a parallel kinetic resolution (PKR) experiment allowed the stereoselective divergent synthesis of two quasienantiomeric imino-C-disaccharide precursors.

Original languageEnglish
Pages (from-to)1999-2002
Number of pages4
JournalJournal of Organic Chemistry
Volume73
Publication statusPublished - 2008

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