Journal
TETRAHEDRON LETTERS
Volume 46, Issue 21, Pages 3673-3676Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.03.162
Keywords
Michael addition; aldol cyclization; nitro compounds; sugars
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The base-catalyzed Michael addition of primary nitro compounds derived from sugars with 2 equiv of methyl vinyl ketone or acrolein was followed, in situ, by an asymmetric intramolecular aldol cyclization, thus yielding 2-acyl-4-glyco-4-nitro-cyclohexanol derivatives with high diastereoselectivity. (c) 2005 Elsevier Ltd. All rights reserved.
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