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Synthesis 2013; 45(15): 2125-2133
DOI: 10.1055/s-0033-1338418
DOI: 10.1055/s-0033-1338418
special topic
Rhodium-Catalyzed Highly Enantioselective Addition of Arylboronic Acids to Cyclic Aldimines: Practical Asymmetric Synthesis of Cyclic Sulfamidates
Weitere Informationen
Publikationsverlauf
Received: 21. Februar 2013
Accepted after revision: 25. März 2013
Publikationsdatum:
08. Mai 2013 (online)
![](https://www.thieme-connect.de/media/synthesis/201315/lookinside/thumbnails/10.1055-s-0033-1338418-1.jpg)
Abstract
A highly efficient asymmetric arylation of cyclic N-sulfonyl aldimines with arylboronic acids catalyzed by a rhodium/ sulfur–olefin ligand complex under mild conditions is described. A wide range 4-aryl-3,4-dihydro-1,2,3-benzoxathiazine 2,2-dioxides were obtained in extremely high yields (93–99%) and high enantiomeric purities (97–99% ee).
Key words
asymmetric catalysis - cyclization - arylation - rhodium - boron - ligands - sulfamidates - heterocyclesSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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For a review, see:
For selected examples, see:
For examples of intramolecular copper-catalyzed amination and aziridination, see:
For selected recent reports on chiral sulfur–olefin ligands by other groups, see:
For recent related computational studies, see: