doi: 10.1021/ol902865d.
Highly enantioselective Diels-Alder reactions of maleimides catalyzed by activated chiral oxazaborolidines
Affiliations
- PMID: 20063859
- DOI: 10.1021/ol902865d
Item in Clipboard
Highly enantioselective Diels-Alder reactions of maleimides catalyzed by activated chiral oxazaborolidines
Org Lett.
.
Abstract
Diels-Alder reactions of various combinations of maleimides and 1,3-dienes with cationic oxazaborolidines as catalysts have been shown to be highly efficient and enantioselective.
Similar articles
-
Chiral oxazaborolidine-aluminum bromide complexes are unusually powerful and effective catalysts for enantioselective Diels-Alder reactions.J Am Chem Soc. 2007 Feb 14;129(6):1498-9. doi: 10.1021/ja068637r. J Am Chem Soc. 2007. PMID: 17283985 No abstract available.
-
Highly enantioselective Diels-Alder reactions of Danishefsky type dienes with electron-deficient alkenes catalyzed by Yb(III)-BINAMIDE complexes.J Am Chem Soc. 2008 Sep 24;130(38):12588-9. doi: 10.1021/ja804430n. Epub 2008 Aug 30. J Am Chem Soc. 2008. PMID: 18761458
-
Regioselective and asymmetric Diels-Alder reaction of 1- and 2-substituted cyclopentadienes catalyzed by a Brønsted acid activated chiral oxazaborolidine.J Am Chem Soc. 2007 Aug 8;129(31):9536-7. doi: 10.1021/ja0735958. Epub 2007 Jul 14. J Am Chem Soc. 2007. PMID: 17630749 No abstract available.
-
Recent advances in enantioselective [2 + 2 + 2] cycloaddition.Org Biomol Chem. 2008 Apr 21;6(8):1317-23. doi: 10.1039/b720031e. Epub 2008 Mar 12. Org Biomol Chem. 2008. PMID: 18385836 Review.
-
DNA-based hybrid catalysts for asymmetric organic synthesis.Angew Chem Int Ed Engl. 2010 May 25;49(23):3870-8. doi: 10.1002/anie.200905382. Angew Chem Int Ed Engl. 2010. PMID: 20455226 Review.
Cited by
-
Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis.ACS Omega. 2022 Apr 21;7(17):14712-14722. doi: 10.1021/acsomega.1c07363. eCollection 2022 May 3. ACS Omega. 2022. PMID: 35557672 Free PMC article.
-
Leveraging Metal and Ligand Reactive Sites for One Pot Reactions: Ligand-Centered Borenium Ions for Tandem Catalysis with Palladium.Chemistry. 2022 Nov 21;28(65):e202201791. doi: 10.1002/chem.202201791. Epub 2022 Sep 26. Chemistry. 2022. PMID: 35997655 Free PMC article.
-
Total Synthesis of the Diterpenoid Alkaloid Arcutinidine Using a Strategy Inspired by Chemical Network Analysis.J Am Chem Soc. 2019 Sep 4;141(35):13713-13717. doi: 10.1021/jacs.9b05815. Epub 2019 Aug 21. J Am Chem Soc. 2019. PMID: 31276621 Free PMC article.
-
Peptide-Catalyzed Stereoselective Conjugate Addition Reaction of Aldehydes to C-Substituted Maleimides.Chemistry. 2022 Mar 28;28(18):e202200215. doi: 10.1002/chem.202200215. Epub 2022 Feb 28. Chemistry. 2022. PMID: 35089626 Free PMC article.
-
Finding activity through rigidity: syntheses of natural products containing tricyclic bridgehead carbon centers.Nat Prod Rep. 2023 Aug 16;40(8):1393-1431. doi: 10.1039/d3np00008g. Nat Prod Rep. 2023. PMID: 37140079 Free PMC article. Review.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
