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Synthesis 2013; 45(15): 2134-2136
DOI: 10.1055/s-0033-1338479
DOI: 10.1055/s-0033-1338479
special topic
Enantioselective Multicatalytic Synthesis of α-Benzyl-β-hydroxyindan-1-ones
Weitere Informationen
Publikationsverlauf
Received: 11. März 2013
Accepted after revision: 16. April 2013
Publikationsdatum:
08. Mai 2013 (online)
![](https://www.thieme-connect.de/media/synthesis/201315/lookinside/thumbnails/10.1055-s-0033-1338479-1.jpg)
Abstract
Asymmetric tandem coupling of meso-diols with aldehydes was achieved by using a chiral iridium catalyst. This tandem reaction consists of oxidative desymmetrization of the meso-diol, aldol condensation with an aldehyde, and reduction of the enone intermediate. A one-pot method using an excess of a hydrogen donor gave α-benzyl-β-hydroxyindan-1-ones in up to 94% ee and 88% yield. An asymmetric hydrogen autotransfer method in the absence of an additional hydrogen donor gave the desired benzyl ketone in 92% ee.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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