Lewis base catalysis in organic synthesis

SE Denmark, GL Beutner - Angewandte Chemie International …, 2008 - Wiley Online Library
Abstract The legacy of Gilbert Newton Lewis (1875–1946) pervades the lexicon of chemical
bonding and reactivity. The power of his concept of donor–acceptor bonding is evident in the …

Recent advances in the Baylis− Hillman reaction and applications

D Basavaiah, AJ Rao, T Satyanarayana - Chemical reviews, 2003 - ACS Publications
The carbon-carbon bond formation and the functional group transformations are the most
fundamental reactions for the construction of a molecular framework and hence represent a …

The Catalyzed α‐Hydroxyalkylation and α‐Aminoalkylation of Activated Olefins (The Morita—Baylis—Hillman Reaction)

E Ciganek - Organic Reactions, 2004 - Wiley Online Library
In a patent application published in 1972, Baylis and Hillman reported the reaction of
acetaldehyde with ethyl acrylate and acrylonitrile in the presence of catalytic amounts of 1, 4 …

New strategies for the development of an asymmetric version of the Baylis–Hillman reaction

P Langer - Angewandte Chemie International Edition, 2000 - Wiley Online Library
The development of an efficient, asymmetric variant of the Baylis–Hillman reaction for the
synthesis of enantiomerically pure α‐methylene‐β‐hydroxycarbonyl compounds (see …

Mechanism of the Morita− Baylis− Hillman reaction: A computational investigation

R Robiette, VK Aggarwal… - Journal of the American …, 2007 - ACS Publications
Accurate calculations are presented on the mechanism of the MBH reaction, focusing on the
reaction between methyl acrylate and benzaldehyde, catalyzed by a tertiary amine. We …

Lewis‐Base‐Katalyse in der organischen Synthese

SE Denmark, GL Beutner - Angewandte Chemie, 2008 - Wiley Online Library
Abstract Das Erbe von Gilbert Newton Lewis (1875–1946) ist im Wörterbuch der
chemischen Bindung und Reaktivität allgegenwärtig. Die Bedeutung seines Konzepts der …

Nucleophilic α-addition to alkynoates. A synthesis of dehydroamino acids

BM Trost, GR Dake - Journal of the American Chemical Society, 1997 - ACS Publications
The design of ligands for biological systems to provide increased understanding of function
at a molecular level and to open avenues for therapeutic agents has placed increased …

Efficient Baylis− Hillman reaction using stoichiometric base catalyst and an aqueous medium

C Yu, B Liu, L Hu - The Journal of Organic Chemistry, 2001 - ACS Publications
A practical and efficient set of conditions were developed using stoichiometric base catalyst,
1, 4-diazabicyclo [2, 2, 2] octane (DABCO), and an aqueous medium to overcome problems …

Baylis− Hillman mechanism: A new Interpretation in aprotic solvents

KE Price, SJ Broadwater, HM Jung… - Organic Letters, 2005 - ACS Publications
Using reaction rate data collected in aprotic solvents, we have determined that the Baylis−
Hillman rate-determining step is second order in aldehyde and first order in DABCO and …

Metal-and ligand-accelerated catalysis of the Baylis− Hillman reaction

VK Aggarwal, A Mereu, GJ Tarver… - The Journal of Organic …, 1998 - ACS Publications
The Baylis− Hillman reaction, the coupling of an unsaturated carbonyl compound/nitrile with
aldehydes, is a valuable reaction but is limited in its practicality by poor reaction rates. We …