Unknown

Dataset Information

0

Novel bifunctional sulfonamides catalyze an enantioselective conjugate addition.

ABSTRACT: A new bifunctional organocatalyst with a novel structural and functional motif has been developed. This bifunctional sulfonamide organocatalyst was used in the conjugate addition of 1,3-dicarbonyl compounds (13) to ?-nitrostyrenes (12). Yields up to 91% and enantiomeric excesses up to 79% were obtained in this reaction. This catalyst activates both 13 via its basic moiety and 12 through hydrogen bonding.

SUBMITTER: McGarraugh PG 

PROVIDER: S-EPMC2659672 | biostudies-literature | 2009 Jan

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Novel bifunctional sulfonamides catalyze an enantioselective conjugate addition.

McGarraugh Patrick G PG   Brenner Stacey E SE  

Tetrahedron 20090101 2

A new bifunctional organocatalyst with a novel structural and functional motif has been developed. This bifunctional sulfonamide organocatalyst was used in the conjugate addition of 1,3-dicarbonyl compounds (13) to β-nitrostyrenes (12). Yields up to 91% and enantiomeric excesses up to 79% were obtained in this reaction. This catalyst activates both 13 via its basic moiety and 12 through hydrogen bonding. ...[more]

Similar Datasets

Unknown Catalytic enantioselective conjugate addition en route to paxilline indoloterpenoids.
| S-EPMC7561000 | biostudies-literature
Unknown Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition.
| S-EPMC3740603 | biostudies-literature
Unknown Photochemical Organocatalytic Regio- and Enantioselective Conjugate Addition of Allyl Groups to Enals.
| S-EPMC9298816 | biostudies-literature
Unknown Transition state analysis of an enantioselective Michael addition by a bifunctional thiourea organocatalyst.
| S-EPMC6774437 | biostudies-literature
Unknown Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles.
| S-EPMC6124915 | biostudies-literature
Unknown Bifunctional Iminophosphorane-Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α,β-Unsaturated Amides.
| S-EPMC8793149 | biostudies-literature
Unknown Unconventional Bifunctional Lewis-Bronsted Acid Activation Mode in Bicyclic Guanidine-Catalyzed Conjugate Addition Reactions.
| S-EPMC6331857 | biostudies-other
Unknown Organocatalytic enantioselective dearomatization of thiophenes by 1,10-conjugate addition of indole imine methides.
| S-EPMC8361129 | biostudies-literature
Unknown Direct enantioselective conjugate addition of carboxylic acids with chiral lithium amides as traceless auxiliaries.
| S-EPMC4308744 | biostudies-literature
Unknown How Dihalogens Catalyze Michael Addition Reactions.
| S-EPMC6617756 | biostudies-literature