Journal
TETRAHEDRON LETTERS
Volume 48, Issue 37, Pages 6493-6495Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.07.064
Keywords
natural product synthesis; 1,4-Addition reactions; enolate alkylation reactions; stereoselective synthesis
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A practical and efficient stereoselective synthesis of the side chain of neomarinone is reported. The synthesis was achieved in six steps (41% overall yield) from 2-methyl-2-cyclohexenone. The key step is a novel stereoselective 1,4-conjugate addition/enolate alkylation by an epoxide-opening reaction. (c) 2007 Elsevier Ltd. All rights reserved.
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