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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 |
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| Authors: | Malcolm R. Banks J. I. G. Cadogan Ian Gosney Suneel Gaur Philip K. G. Hodgson |
| Affiliation: | a Department of Chemistry, The University of Edinburgh, West Mains Road, Edinburgh, Scotland EH9 3JJ U.K. b Department of Chemistry, Imperial College of Science, Technology and Medicine, South Kensington, London, England SW7 AY c BP International, Research and Engineering Centre, Chertsey Road, Sunbury-on Thames, England TW16 7LN |
| 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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