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Synthesis 2013; 45(19): 2662-2668
DOI: 10.1055/s-0033-1339485
DOI: 10.1055/s-0033-1339485
practical synthetic procedures
A Convenient Catalytic Asymmetric Conjugate Addition Reaction to Enones Using Alkylzirconium Reagents
Further Information
Publication History
Received: 24 June 2013
Accepted after revision: 03 July 2013
Publication Date:
24 July 2013 (online)
Abstract
Alkylzirconium reagents undergo highly enantioselective copper-catalysed 1,4-addition reaction to cyclic enones. These reactions use alkylmetal species generated in situ from alkenes and the Schwartz reagent, and do not require premade organometallic reagents. The reactions have been performed on practical synthetic scales (2.5 mmol) and a scale-up to 10 mmol is demonstrated. The reactions proceed at room temperature, in a variety of solvents, and tolerate many functional groups.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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