Enantio- and diastereoselective synthesis of isoxazolidines by asymmetric 1,3-dipolar cycloaddition of nitrones

The asymmetric 1,3-dipolar cycloaddition of nitrones possessing electron withdrawing group to an achiral allyl alcohol was achieved by the use of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding isoxazolidines with high regio-, diastereo- and enantioselectivity.

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Bibliographic Details
Published inChemistry letters no. 6; pp. 547 - 548
Main Authors Ukaji, Y, Taniguchi, K, Sada, K, Inomata, K
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 01.06.1997
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ALLYL ALCOHOL
ALCOHOL DIPOLAROPHILES
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Summary:The asymmetric 1,3-dipolar cycloaddition of nitrones possessing electron withdrawing group to an achiral allyl alcohol was achieved by the use of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding isoxazolidines with high regio-, diastereo- and enantioselectivity.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.1997.547