4.4 Article

A stereoselective synthesis of the hexahydroazepine core of (-)-balanol

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 10, Pages 1585-1588

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.12.123

Keywords

(-)-balanol; sulfilimine; bromosulfonamidation; Pummerer ene reaction

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A stereoselective synthesis of the hexahydroazepine core of (-)-balanol is described. The key step of the route includes the bromosulfonainidation of an olefin using the intramolecular sulfilimine group as the nucleophile and the Pummerer ene reaction. (c) 2006 Elsevier Ltd. All rights reserved.

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