Highly regio- 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

Malcolm R Banks,J.I.G Cadogan,Ian Gosney,Suneel Gaur,Philip K.G Hodgson

doi:10.1016/s0957-4166(00)80392-4

Highly regio- 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

Malcolm R Banks, J.I.G Cadogan + Show 3 more

https://doi.org/10.1016/s0957-4166(00)80392-4

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Journal: Tetrahedron: Asymmetry	Publication Date: Dec 1, 1994
Citations: 25

Affiliation: University of Edinburgh, Imperial College London

#Asymmetric Transformations #Asymmetric Aldol + Show 8 more

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Abstract

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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