4.4 Article

Asymmetric synthesis of the pyran antibiotic (-)-centrolobine

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 39, Pages 6651-6653

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.07.162

Keywords

Keck allylation; intramolecular oxy-Michael reaction; (-)-centrolobine; 2,6-disubstituted tetrahydropyran

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An expedient total synthesis of (-)-centrolobine is achieved involving asymmetric Keck allylation and stereoselective intramolecular oxy-Michael reactions as key steps in 8% overall yield. (c) 2005 Published by Elsevier Ltd.

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