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Synlett 1998; 1998(12): 1444-1446
DOI: 10.1055/s-1998-1940
DOI: 10.1055/s-1998-1940
letter
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Remarkable High-pressure Enhancement of Enantiopure Nitrone Cycloadditions to Glycals: General Access to (1 → 2)-Linked Pseudo Aza-C-disaccharides
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199812/lookinside/thumbnails/10.1055-s-1998-1940-1.jpg)
1,3-Dipolar cycloadditions of enantiopure hydroxylated nitrones to glycals are strongly accelerated under high pressure. Under 10 Kbar pressure the process gains generality and broad scope and allows a direct access, in good to excellent yields, to stereodifferentiated tricyclic isoxazolidines, key intermediates for the synthesis of a new class of (1 → 2) linked pseudo aza-C-disaccharides.
high pressure - hydroxylated enantiopure nitrones - 1,3-dipolar cycloaddition - glycals - double stereoinduction