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Enantioselective Friedel (enantioselective + friedel)

Distribution by Scientific Domains
Chemistry100%

Selected Abstracts

Facile Creation of 3-Indolyl-3-hydroxy-2-oxindoles by an Organocatalytic Enantioselective Friedel,Crafts Reaction of Indoles with Isatins

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 5 2010
Jing Deng
Abstract The first direct enantioselective Friedel,Crafts reaction of indoles with isatins has been developed. The process is catalyzed by simple cupreine under mild reaction conditions and affords synthetically and biologically interesting, chiral 3-indolyl-3-hydroxy-2-oxindoles in good yields (68,97%) and with high enantioselectivities (76,91%). [source]

Highly Enantioselective Friedel,Crafts Reaction of Indole with Alkylidenemalonates Catalyzed by Heteroarylidene Malonate-Derived Bis(oxazoline) Copper(II) Complexes

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 18 2009
Yan-Jin Sun
Abstract A series of cheap and easily accessible heteroarylidenemalonate-derived bis(oxazoline) ligands 1 and 2 were synthesized and their copper(II) complexes were applied to the catalytic Friedel,Crafts reaction between indoles and diethyl alkylidenemalonates, Excellent asymmetric enantioselectivities were afforded for the S -enantiomer (up to >99% ee) in isobutyl alcohol, and the R -enantiomer (up to 96.5% ee) in dichloromethane. [source]

Synthesis of Functionalized Indoles with an ,-Stereogenic Ketone Moiety Through an Enantioselective Friedel,Crafts Alkylation with (E)-1,4-Diaryl-2-butene-1,4-diones

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 14-15 2009
Gonzalo Blay
Abstract Chiral complexes of BINOL-based ligands with hafnium tert -butoxide catalyze the enantioselective Friedel,Crafts alkylation of indoles with (E)-1,4-diaryl-2-butene-1,4-diones at room temperature, with good yields and ee up to 94%. Hafnium(IV) was found to be a more effective Lewis acid than other frequently used metal ions such as titanium(IV) or zirconium(IV). Unlike the enantioselective Friedel,Crafts alkylation of indoles with ,,,-unsaturated compounds where the stereogenic center is generated in the ,-position to a carbonyl group, the Friedel,Crafts alkylation with 2-butene-1,4-diones described here generates an ,-stereogenic center with respect to one of the carbonyl groups. This can be regarded as an inversion of the normal reactivity pattern or umpolung. The enantioselective Friedel,Crafts alkylation of indoles with (E)-4-oxo-4-phenylbutenoates using a zirconium(IV)-BINOL catalyst is also reported. This reaction takes place regioselectively at the carbon in the ,-position to the ketone carbonyl group, generating an ,-ester stereogenic center. [source]

ChemInform Abstract: Dy(OTf)3/Pybox-Catalyzed Enantioselective Friedel,Crafts Alkylation of Indoles with ,,,-Unsaturated Trifluoromethyl Ketones.

CHEMINFORM, Issue 33 2010
Shigeru Sasaki
Abstract In most cases, good yields and enantioselectivities are obtained. [source]

ChemInform Abstract: Facile Creation of 3-Indolyl-3-hydroxy-2-oxindoles by an Organocatalytic Enantioselective Friedel,Crafts Reaction of Indoles with Isatins.

CHEMINFORM, Issue 33 2010
Jing Deng
No abstract is available for this article. [source]

ChemInform Abstract: Enantioselective Friedel,Crafts Alkylation of Indoles, Pyrroles, and Furans with Trifluoropyruvate Catalyzed by Chiral Phosphoric Acid.

CHEMINFORM, Issue 26 2010
Wataru Kashikura
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Chiral Broensted Acid Directed Iron-Catalyzed Enantioselective Friedel,Crafts Alkylation of Indoles with ,-Aryl ,,-Hydroxy Enones.

CHEMINFORM, Issue 22 2010
Lei Yang
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Enantioselective Friedel,Crafts Alkylation of Indoles with Aromatic ,,,-Unsaturated Aldehydes Catalyzed by Diphenylprolinol Silyl Ether.

CHEMINFORM, Issue 16 2010
Zhi-Jing Wang
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Organocatalytic Enantioselective Friedel,Crafts Alkylation of 4,7-Dihydroindoles with ,,,-Unsaturated Aldehydes: An Easy Access to 2-Substituted Indoles.

CHEMINFORM, Issue 40 2009
Liang Hong
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Highly Enantioselective Friedel,Crafts Reaction of 4,7-Dihydroindoles with ,,,-Unsaturated ,-Keto Esters by Chiral Broensted Acids.

CHEMINFORM, Issue 9 2009
Mi Zeng
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: BINAM and H8 -BINAM-Based Chiral Imines and Zn(OTf)2 -Catalyzed Enantioselective Friedel,Crafts Alkylation of Indoles with Nitroalkenes.

CHEMINFORM, Issue 7 2009
Zhi-Liang Yuan
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Ir-Catalyzed Regio- and Enantioselective Friedel,Crafts-Type Allylic Alkylation of Indoles.

CHEMINFORM, Issue 37 2008
Wen-Bo Liu
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

Enantioselective Friedel,Crafts Alkylations Catalyzed by Bis(oxazolinyl)pyridine,Scandium(III) Triflate Complexes.

CHEMINFORM, Issue 50 2007
David A. Evans
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Enantioselective Friedel,Crafts Alkylations Catalyzed by Bis(oxazolinyl)pyridine,Scandium(III) Triflate Complexes.

CHEMINFORM, Issue 50 2007
David A. Evans
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Highly Enantioselective Friedel,Crafts Reaction of Indoles with Imines by a Chiral Phosphoric Acid.

CHEMINFORM, Issue 24 2007
Qiang Kang
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Enantioselective Friedel,Crafts Reaction of Electron-Rich Alkenes Catalyzed by Chiral Broensted Acid.

CHEMINFORM, Issue 23 2007
Masahiro Terada
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Enantioselective Friedel,Crafts Reaction of Indoles with Carbonyl Compounds Catalyzed by Bifunctional Cinchona Alkaloids.

CHEMINFORM, Issue 2 2007
Hongming Li
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Catalytic Enantioselective Friedel,Crafts Alkylation of Indoles with Nitroalkenes by Using a Simple Thiourea Organocatalyst.

CHEMINFORM, Issue 6 2006
Raquel P. Herrera
No abstract is available for this article. [source]

Enantioselective Friedel,Crafts Type Addition of indoles to Nitro-Olefins Using a Chiral Hydrogen-Bonding Catalyst , Synthesis of Optically Active Tetrahydro-,-Carbolines.

CHEMINFORM, Issue 47 2005
Wei Zhuang
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

Enantioselective Friedel,Crafts Alkylations of ,,,-Unsaturated 2-Acyl Imidazoles Catalyzed by Bis(oxazolinyl)pyridine,Scandium(III) Triflate Complexes.

CHEMINFORM, Issue 44 2005
David A. Evans
No abstract is available for this article. [source]

ChemInform Abstract: Catalytic, Highly Enantioselective Friedel,Crafts Reactions of Aromatic and Heteroaromatic Compounds to Trifluoropyruvate.

CHEMINFORM, Issue 27 2001
A Simple Approach for the Formation of Optically Active Aromatic, Heteroaromatic Hydroxy Trifluoromethyl Esters.
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

Synthesis of Functionalized Indoles with a Trifluoromethyl-Substituted Stereogenic Tertiary Carbon Atom Through an Enantioselective Friedel,Crafts Alkylation with ,-Trifluoromethyl-,,,-enones

CHEMISTRY - A EUROPEAN JOURNAL, Issue 30 2010
Gonzalo Blay Dr.
Abstract Chiral complexes of BINOL-based ligands with zirconium tert -butoxide catalyze the Friedel,Crafts alkylation reaction of indoles with ,-trifluoromethyl-,,,-unsaturated ketones to give functionalized indoles with an asymmetric tertiary carbon center attached to a trifluoromethyl group. The reaction can be applied to a large number of substituted ,-trifluoromethyl enones and substituted indoles. The expected products were obtained with good yields and ees of up to 99,%. [source]

Synthesis of Functionalized Indoles with an ,-Stereogenic Ketone Moiety Through an Enantioselective Friedel,Crafts Alkylation with (E)-1,4-Diaryl-2-butene-1,4-diones

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 14-15 2009
Gonzalo Blay
Abstract Chiral complexes of BINOL-based ligands with hafnium tert -butoxide catalyze the enantioselective Friedel,Crafts alkylation of indoles with (E)-1,4-diaryl-2-butene-1,4-diones at room temperature, with good yields and ee up to 94%. Hafnium(IV) was found to be a more effective Lewis acid than other frequently used metal ions such as titanium(IV) or zirconium(IV). Unlike the enantioselective Friedel,Crafts alkylation of indoles with ,,,-unsaturated compounds where the stereogenic center is generated in the ,-position to a carbonyl group, the Friedel,Crafts alkylation with 2-butene-1,4-diones described here generates an ,-stereogenic center with respect to one of the carbonyl groups. This can be regarded as an inversion of the normal reactivity pattern or umpolung. The enantioselective Friedel,Crafts alkylation of indoles with (E)-4-oxo-4-phenylbutenoates using a zirconium(IV)-BINOL catalyst is also reported. This reaction takes place regioselectively at the carbon in the ,-position to the ketone carbonyl group, generating an ,-ester stereogenic center. [source]

Highly Enantioselective Synthesis of ,-Heteroaryl-Substituted Dihydrochalcones Through Friedel,Crafts Alkylation of Indoles and Pyrrole

CHEMISTRY - A EUROPEAN JOURNAL, Issue 5 2010
Wentao Wang
Abstract A highly enantioselective Friedel,Crafts (F,C) alkylation of indoles and pyrrole with chalcone derivatives catalyzed by a chiral N,N, -dioxide,Sc(OTf)3 complex has been developed that tolerates a wide range of substrates. The reaction proceeds in moderate to excellent yields and high enantioselectivities (85,92,% enantiomeric excess) using 2,mol,% (for indole) or 0.5,mol,% (for pyrrole) catalyst loading, which showed the potential value of the catalyst system. Meanwhile, a strong positive nonlinear effect was observed. On the basis of the experimental results and previous reports, a possible working model is proposed to explain the origin of the activation and asymmetric induction. [source]