doi: 10.1039/b518311a.
Epub 2006 Jan 31.
Rhodium/phosphoramidite-catalyzed asymmetric arylation of aldehydes with arylboronic acids
Affiliations
- PMID: 16493458
- DOI: 10.1039/b518311a
Item in Clipboard
Rhodium/phosphoramidite-catalyzed asymmetric arylation of aldehydes with arylboronic acids
Org Biomol Chem.
.
Abstract
Phosphoramidites are effective chiral ligands in the rhodium catalyzed addition of arylboronic acids to aldehydes providing up to 75% enantioselectivity and up to 96% isolated yield.
Similar articles
-
Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids.J Comb Chem. 2007 May-Jun;9(3):407-14. doi: 10.1021/cc060161k. Epub 2007 Apr 13. J Comb Chem. 2007. PMID: 17430002
-
Rh-catalyzed enantioselective conjugate addition of arylboronic acids with a dynamic library of chiral tropos phosphorus ligands.Chemistry. 2007;13(5):1547-58. doi: 10.1002/chem.200600960. Chemistry. 2007. PMID: 17133634
-
A ligand-library approach to the highly efficient rhodium/phosphoramidite-catalyzed asymmetric arylation of N,N-dimethylsulfamoyl-protected aldimines.Angew Chem Int Ed Engl. 2006 Apr 21;45(17):2789-91. doi: 10.1002/anie.200504309. Angew Chem Int Ed Engl. 2006. PMID: 16555344 No abstract available.
-
Ligands for practical rhodium-catalyzed asymmetric hydroformylation.Acc Chem Res. 2007 Dec;40(12):1251-9. doi: 10.1021/ar7001039. Epub 2007 Nov 13. Acc Chem Res. 2007. PMID: 17997526 Review.
-
Asymmetric hydrogenation using monodentate phosphoramidite ligands.Acc Chem Res. 2007 Dec;40(12):1267-77. doi: 10.1021/ar7001107. Epub 2007 Aug 18. Acc Chem Res. 2007. PMID: 17705446 Review.
Cited by
-
A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.J Org Chem. 2011 Oct 21;76(20):8376-85. doi: 10.1021/jo201476h. Epub 2011 Sep 23. J Org Chem. 2011. PMID: 21895010 Free PMC article.
-
anti-Diastereo- and enantioselective carbonyl crotylation from the alcohol or aldehyde oxidation level employing a cyclometallated iridium catalyst: alpha-methyl allyl acetate as a surrogate to preformed crotylmetal reagents.J Am Chem Soc. 2009 Feb 25;131(7):2514-20. doi: 10.1021/ja808857w. J Am Chem Soc. 2009. PMID: 19191498 Free PMC article.
-
Enantioselective iridium-catalyzed carbonyl allylation from the alcohol oxidation level via transfer hydrogenation: minimizing pre-activation for synthetic efficiency.Chem Commun (Camb). 2009 Dec 21;(47):7278-87. doi: 10.1039/b917243m. Epub 2009 Oct 16. Chem Commun (Camb). 2009. PMID: 20024203 Free PMC article. Review.
-
Formation of C-C Bonds via Iridium-Catalyzed Hydrogenation and Transfer Hydrogenation.Top Organomet Chem. 2011 Jan 1;34(2011):107-138. doi: 10.1007/978-3-642-15334-1_5. Top Organomet Chem. 2011. PMID: 21822399 Free PMC article.
-
Iridium-catalyzed allylation of chiral β-stereogenic alcohols: bypassing discrete formation of epimerizable aldehydes.Org Lett. 2012 Dec 21;14(24):6302-5. doi: 10.1021/ol3030692. Epub 2012 Dec 11. Org Lett. 2012. PMID: 23231774 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
