Journal ArticleDOI
Enantioselective Michael Reaction of Malonates to Nitroolefins Catalyzed by Bifunctional Organocatalysts
TLDR
Michael reaction of malonates to nitrooleolefins with chiral bifunctional organocatalysts, bearing both a thiourea and tertiary amino group, afforded Michael adducts with high yields and enantioselectivities.Abstract:
Michael reaction of malonates to nitroolefins with chiral bifunctional organocatalysts, bearing both a thiourea and tertiary amino group, afforded Michael adducts with high yields and enantioselectivities (up to 95%, up to 93% ee).read more
Citations
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Journal ArticleDOI
Small-molecule H-bond donors in asymmetric catalysis.
Journal ArticleDOI
Asymmetric catalysis by chiral hydrogen-bond donors.
Mark S. Taylor,Eric N. Jacobsen +1 more
TL;DR: This review documents the structural and mechanistic features that contribute to high enantioselectivity in hydrogen-bond-mediated catalytic processes in small-molecule, synthetic catalyst systems.
Journal ArticleDOI
Organocatalytic ring-opening polymerization.
Nahrain E. Kamber,and Wonhee Jeong,Robert M. Waymouth,Russell C. Pratt,and Bas G. G. Lohmeijer,James L. Hedrick +5 more
TL;DR: This paper presents the design of highly efficient families of “living” polymerization strategies for the synthesis of block, graft, and star polymers through controlled methods for the controlled synthesis of dendritic macromolecules.
Journal ArticleDOI
Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.
Daisuke Uraguchi,Masahiro Terada +1 more
TL;DR: It was found that the phosphoric acid derivatives of general structure 1 serve as highly effective catalysts for the direct addition of acetyl acetone to N-Boc-protected arylimines and functions as an excellent catalyst.
Journal ArticleDOI
Asymmetric Organocatalysis: From Infancy to Adolescence
TL;DR: This Review deals with selected studies reported in 2006 and the first half of 2007, and is intended to highlight four main aspects that may be taken as testimony of the present status and prospective of organocatalysis.
References
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Journal ArticleDOI
Amino Acid Catalyzed Direct Asymmetric Aldol Reactions: A Bioorganic Approach to Catalytic Asymmetric Carbon-Carbon Bond-Forming Reactions
TL;DR: Direct asymmetric catalytic aldol reactions have been successfully performed using aldehydes and unmodified ketones together with commercially available chiral cyclic secondary amines as catalysts and the observed stereochemistry of the products is in accordance with the proposed transition state.
Journal ArticleDOI
Structure-based analysis and optimization of a highly enantioselective catalyst for the strecker reaction.
Petr Vachal,Eric N. Jacobsen +1 more
TL;DR: Rational optimization of catalyst structure based on the mechanistic insight led to an improved catalyst for the asymmetric Strecker reaction.
Journal ArticleDOI
The stereoselective synthesis of .alpha.-amino acids by phase-transfer catalysis
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Hydrogen bond-directed cocrystallization and molecular recognition properties of diarylureas
Journal ArticleDOI
Asymmetric Catalytic Mannich Reactions Catalyzed by Urea Derivatives: Enantioselective Synthesis of β-Aryl-β-Amino Acids
Anna G. Wenzel,Eric N. Jacobsen +1 more
TL;DR: Highly enantioselective addition reactions between silyl ketene acetals and N-Boc aldimines are catalyzed by the thiourea-based catalyst 1c, with aryl and heteroaromatic derivatives generally affording nearly quantitative yields of β-amino ester product in up to 98% enantiOSElectivity.