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Synthesis 2013; 45(16): 2316-2322
DOI: 10.1055/s-0033-1339292
DOI: 10.1055/s-0033-1339292
paper
Transition-Metal-Catalyzed Regio- and Diastereoselective 1,4-Conjugate Addition of Zerumbone Using Boronic Acids: A Simple Route toward Novel Zerumbone Derivatives
Further Information
Publication History
Received: 15 April 2013
Accepted after revision: 27 May 2013
Publication Date:
12 July 2013 (online)
Abstract
A straightforward method for the synthesis of novel derivatives of zerumbone via palladium- and rhodium-catalyzed regio- and diastereoselective 1,4-conjugate addition using boronic acids is developed. The reaction is general for aryl boronic acids containing both electron-donating and electron-withdrawing groups.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
-
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- 18 See the experimental section.
- 19 Compound 3a was recrystallized from EtOAc–hexane to give crystals which were suitable for single crystal X-ray analysis (CCDC 910243). Unit cell parameters: a = 11.3478(5) Å, b = 12.8754(6) Å, c = 12.5373(6) Å, β = 95.178(2)°, space group = P21.