HIGHLY REGIO-SPECIFIC AND STEREO-SPECIFIC PREPARATION OF A NEW CARBOHYDRATE-BASED 1,3-OXAZIN-2-ONE BY THE INIR METHOD AND ITS APPLICATIONS IN SOME ASYMMETRIC TRANSFORMATIONS

Preliminary experiments show that a new gulonic acid-derived 1,3-oxazin-2-one, prepared by an intramolecular nitrene insertion reaction (INIR) method, serves to control both asymmetric aldol and Diels-Alder reactions with excellent stereo-selection.

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 5; no. 12; pp. 2447 - 2458
Main Authors BANKS, MR, CADOGAN, JIG, GOSNEY, GAUR, S, HODGSON, PKG
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.12.1994
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
CHIRAL AUXILIARIES
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Summary:Preliminary experiments show that a new gulonic acid-derived 1,3-oxazin-2-one, prepared by an intramolecular nitrene insertion reaction (INIR) method, serves to control both asymmetric aldol and Diels-Alder reactions with excellent stereo-selection.
ISSN:0957-4166
DOI:10.1016/S0957-4166(00)80392-4