Enantioselective organocatalytic Michael addition reactions between N-heterocycles and nitroolefins
- PMID: 16562899
- DOI: 10.1021/ol0601794
Enantioselective organocatalytic Michael addition reactions between N-heterocycles and nitroolefins
Abstract
[reaction: see text] A method for Michael addition of N-heterocycles to nitroolefins has been developed. The process is promoted by a cinchona alkaloid derivative to give Michael adducts in moderate to high enantioselectivities.
Similar articles
-
Asymmetric direct vinylogous Michael reaction of activated alkenes to nitroolefins catalyzed by modified cinchona alkaloids.Org Lett. 2005 Nov 10;7(23):5293-6. doi: 10.1021/ol052283b. Org Lett. 2005. PMID: 16268561
-
Organocatalytic asymmetric direct vinylogous Michael addition of α,β-unsaturated γ-butyrolactam to nitroolefins.Org Biomol Chem. 2012 Sep 28;10(36):7313-20. doi: 10.1039/c2ob25832c. Org Biomol Chem. 2012. PMID: 22858804
-
Organocatalytic highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes.Org Lett. 2008 Jul 3;10(13):2817-20. doi: 10.1021/ol800945e. Epub 2008 Jun 6. Org Lett. 2008. PMID: 18533672
-
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.
-
Development of cascade reactions for the concise construction of diverse heterocyclic architectures.Acc Chem Res. 2012 Aug 21;45(8):1278-93. doi: 10.1021/ar200338s. Epub 2012 May 11. Acc Chem Res. 2012. PMID: 22577988 Review.
Cited by
-
A Novel Bis-Thiourea Organocatalyst for the Asymmetric Aza-Henry Reaction.Adv Synth Catal. 2008 Aug 4;350(11-12):1785-1790. doi: 10.1002/adsc.200800214. Adv Synth Catal. 2008. PMID: 23795151 Free PMC article.
-
Calcium(ii)-catalyzed enantioselective conjugate additions of amines.Chem Sci. 2018 Jan 10;9(6):1634-1639. doi: 10.1039/c7sc05205g. eCollection 2018 Feb 14. Chem Sci. 2018. PMID: 29675209 Free PMC article.
Publication types
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Other Literature Sources