Highly enantioselective copper-catalyzed conjugate addition of diethylzinc to nitroalkenes
- PMID: 15281745
- DOI: 10.1021/ol0491282
Highly enantioselective copper-catalyzed conjugate addition of diethylzinc to nitroalkenes
Abstract
Copper-catalyzed asymmetric conjugate addition of diethylzinc to nitroalkenes using new chiral monodentate phosphoramidite ligands proceeds with high enantioselectivity up to 99% ee. [reaction: see text]
Similar articles
-
Efficient Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to aromatic and aliphatic acyclic nitroalkenes.Org Lett. 2004 Aug 5;6(16):2829-32. doi: 10.1021/ol0488338. Org Lett. 2004. PMID: 15281780
-
Highly enantioselective conjugate addition of dialkylzinc reagents to acyclic nitroalkenes: a catalytic route to beta2-amino acids, aldehydes, and alcohols.J Am Chem Soc. 2003 Apr 2;125(13):3700-1. doi: 10.1021/ja029817d. J Am Chem Soc. 2003. PMID: 12656591
-
A new type of bis(sulfonamide)-diamine ligand for a Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes.Org Lett. 2011 Sep 16;13(18):4834-7. doi: 10.1021/ol201914r. Epub 2011 Aug 23. Org Lett. 2011. PMID: 21861451
-
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.
-
Chiral amines as organocatalysts for asymmetric conjugate addition to nitroolefins and vinyl sulfones via enamine activation.Chem Commun (Camb). 2007 Aug 14;(30):3123-35. doi: 10.1039/b701216k. Epub 2007 Mar 21. Chem Commun (Camb). 2007. PMID: 17653365 Review.
Cited by
-
Total synthesis of enantiopure (+)-gamma-lycorane using highly efficient Pd-catalyzed asymmetric allylic alkylation.Org Lett. 2006 Mar 30;8(7):1395-8. doi: 10.1021/ol060181v. Org Lett. 2006. PMID: 16562900 Free PMC article.
-
An exceptional P-H phosphonite: biphenyl-2,2'-bisfenchylchlorophosphite and derived ligands (BIFOPs) in enantioselective copper-catalyzed 1,4-additions.Beilstein J Org Chem. 2005 Aug 26;1(1):6. doi: 10.1186/1860-5397-1-6. Beilstein J Org Chem. 2005. PMID: 16542019 Free PMC article.
-
Exploiting the Chiral Ligands of Bis(imidazolinyl)- and Bis(oxazolinyl)thiophenes-Synthesis and Application in Cu-Catalyzed Friedel-Crafts Asymmetric Alkylation.Molecules. 2021 Dec 6;26(23):7408. doi: 10.3390/molecules26237408. Molecules. 2021. PMID: 34885989 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources