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Synthesis 2013; 45(15): 2109-2114
DOI: 10.1055/s-0033-1339187
DOI: 10.1055/s-0033-1339187
special topic
Highly Regioselective Allylic Substitution Reactions Catalyzed by an Air-Stable (π-Allyl)iridium Complex Derived from Dinaphthocyclooctatetraene and a Phosphoramidite Ligand
Further Information
Publication History
Received: 28 April 2013
Accepted after revision: 16 May 2013
Publication Date:
24 June 2013 (online)
Abstract
An air-stable (π-allyl)iridium complex derived from dinaphthocyclooctatetraene and a phosphoramidite ligand has been synthesized and found to be highly efficient in iridium-catalyzed allylic substitution reactions. This catalyst features excellent regioselectivity and high stability. When NaCH(CO2Me)2 was used as the nucleophile, the catalyst loading in allylic alkylation reactions can be as low as 0.01 mol%.
Key words
(π-allyl)iridium complex - allylic substitution - enantioselectivity - regioselectivity - dinaphthocyclooctatetraeneSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
Primary Data
- for this article are available online at http://www.thieme-connect.com/ejournals/toc/synthesis and can be cited using the following DOI: 10.4125/pd0048th.
- Primary Data
-
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For reviews:
For reviews:
Selected recent examples:
Selected examples of allylic substitution reactions catalyzed by [Ir(dbcot)Cl]2: