Abstract Biaryl compounds with axial chirality are very common in synthetic chemistry, especially catalysis. Axially chiral biaryls important due to their biological activities and extensive applications asymmetric Thus the development of efficient enantioselective methods for synthesis has attracted considerable attention. This Minireview discusses progress made catalytic kinetic resolution biaryl chronicles significant advances recently scaffolds.

We have developed an efficient radical α-oxyamination reaction using chiral organocatalysts. The can be carried out with inexpensive SET reagents, and a reasonably broad substrate scope has been established. Good to high enantioselectivity for the α-oxygenated products are obtained 20 mol % of catalyst. methodology reported in this work adds repertoire asymmetric reactions that conducted

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTEnantioselective Free Radical ReactionsMukund P. Sibi and Ned A. PorterView Author Information Department of Chemistry, North Dakota State University, Fargo, 58105, Duke Durham, Carolina 27708, Vanderbilt Nashville, Tennessee 37235 Cite this: Acc. Chem. Res. 1999, 32, 2, 163–171Publication Date (Web):November 19, 1998Publication History Received27 March 1998Published online19 November inissue 1 February...

In this paper, we demonstrate the first examples of chiral Lewis acid catalysis in formation tetrahydro-1,2-oxazines with very high enantioselectivity starting diactivated cyclopropanes and nitrones (>90% yields ee). Reactions racemic substituted provide ∼1:1 diastereomeric tetrahydro-1,2-oxazine products enantioselectivity. Mechanistic information for is also detailed.

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTChiral Lewis Acid Catalysis in Radical Reactions: Enantioselective Conjugate AdditionsMukund P. Sibi, Jianguo Ji, Jason Hongliu Wu, Stephan Gürtler, and Ned A. PorterView Author Information Department of Chemistry North Dakota State University Fargo, 58105 Chemistry, Duke Durham, Carolina 27708 Cite this: J. Am. Chem. Soc. 1996, 118, 38, 9200–9201Publication Date (Web):September 25, 1996Publication History Received12 July 1996Published...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe directed ortho lithiation of O-aryl carbamates. An anionic equivalent the Fries rearrangementMukund P. Sibi and Victor SnieckusCite this: J. Org. Chem. 1983, 48, 11, 1935–1937Publication Date (Print):June 1, 1983Publication History Published online1 May 2002Published inissue 1 June 1983https://pubs.acs.org/doi/10.1021/jo00159a040https://doi.org/10.1021/jo00159a040research-articleACS PublicationsRequest reuse permissionsArticle...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTChiral Lewis Acid Catalysis in Conjugate Additions of O-Benzylhydroxylamine to Unsaturated Amides. Enantioselective Synthesis β-Amino PrecursorsMukund P. Sibi, John J. Shay, Mei Liu, and Craig JasperseView Author Information Department Chemistry North Dakota State University Fargo, 58105 Cite this: Am. Chem. Soc. 1998, 120, 26, 6615–6616Publication Date (Web):June 18, 1998Publication History Received17 February 1998Published online18 June...

Can photocatalysis be performed without electron or energy transfer? To address this, organo-photocatalysts that are based on atropisomeric thioureas and display lower excited-state energies than the reactive substrates have been developed. These photocatalysts were found to efficient in promoting [2+2] photocycloaddition of 4-alkenyl-substituted coumarins, which led corresponding products with high enantioselectivity (77-96% ee) at low catalyst loading (1-10 mol%). The photocatalytic cycle...

Conjugate addition of O-protected hydroxylamines to pyrazole-derived enoates proceeds with high efficiency and enantioselectivity when chiral thioureas are used as activators. A wide variety substrates undergo conjugate amine providing access enantioenriched β-amino acid derivatives. Structural requirements for the optimal thiourea catalyst have been established, results suggest that it operates a bifunctional catalyst.

Can organocatalysts that incorporate fluxional groups provide enhanced selectivity in asymmetric transformations? To address this issue, we have designed chiral 4-dimethylaminopyridine (DMAP) catalysts with chirality. These were found to be efficient promoting the acylative kinetic resolution of secondary alcohols and axially biaryl compounds factors up 37 51, respectively.

Abstract Renewable polymeric materials derived from biomass with built‐in phototriggers were synthesized and evaluated for degradation under irradiation of UV light. Complete decomposition the was observed recovery monomer that used to resynthesize polymers.

Totally rad: Synthetic methods have been developed for the formation of Csp3F bonds by reaction C-centered radicals with fluorine sources. Three complementary strategies, which differ in mode generation alkyl radical intermediate, are described. These include olefin hydrofluorination, decarboxylative fluorination, and aliphatic CH fluorination.

Nonisocyanate polyurethane (NIPU) thermoset networks were produced from a novel soybean-oil-derived poly(vinyl ether) (i.e., poly[(2-vinyoxy)ethyl soyate]) possessing cyclic carbonate functional groups in the fatty acid ester side chains of polymer. Three different linear aliphatic diamines, namely, 1,6-hexamethylenediamine, 1,9-nonanediamine, and 1,13-tridecanediamine, used to cross-link carbonate-functional soyate] [C-poly(2-VOES)]. All three these diamines can be readily obtained...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis and Diels-Alder reactions of 1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole. A new annulation strategy for the construction ellipticine isoellipticineGordon W. Gribble, Mark G. Saulnier, Mukund P. Sibi, Judy A. Obaza-NutaitisCite this: J. Org. Chem. 1984, 49, 23, 4518–4523Publication Date (Print):November 1, 1984Publication History Published online1 May 2002Published inissue 1 November...

Development of new methodology for the preparation enantiomerically pure compounds (EPCs) is at forefront in realm synthetic chemistry 21st century. This partly response to requirement pharmaceuticals be single entities. The both enantiomers a target molecule challenging endeavor. Of plethora methodologies available EPCs, catalytic methods using metal salts as Lewis acids conjunction with chiral ligands have received most attention. A variety simple, complex and polymeric been Developed use...

We have developed a versatile strategy to access dihydropyrazoles in highly enantioenriched form. Dipolar cycloaddition of electron-deficient acceptors and situ-generated nitrile imines proceeds with high regio- enantioselectivity using 10 mol % chiral Lewis acid catalyst. A variety that incorporate functionality for further manipulation been prepared.

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTPractical and Efficient Enantioselective Conjugate Radical AdditionsMukund P. Sibi Jianguo JiView Author Information Department of Chemistry, North Dakota State University, Fargo, 58105 Cite this: J. Org. Chem. 1997, 62, 12, 3800–3801Publication Date (Web):June 13, 1997Publication History Received25 March 1997Published online13 June inissue 13...