4.4 Article

Studies directed towards the total synthesis of botcinic acid, the revised structure of botcinolide: synthesis of the highly substituted tetrahydropyran moiety

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 37, Pages 6463-6465

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.07.068

Keywords

botcinolides; botcinic acid; dihydroxylation; aldol reaction; sharpless epoxidation

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Synthesis of the highly substituted polyoxygenated tetrahydropyran ring of botcinic acid, the revised structure of botcinolide is achieved using, as key steps, a highly stereoselective aldol reaction of the titanium enolate from a lactate-derived chiral ketone and a stereoselective dihydroxylation. (c) 2007 Elsevier Ltd. All rights reserved.

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