Mild and Ligand-Free Pd(II)-Catalyzed Conjugate Additions to Hindered γ-Substituted Cyclohexenones
摘要:
Ligand-free cationic Pd(II) catalyst with NaNO3 as an additive is a highly active catalytic system for conjugate additions to sterically hindered gamma-substituted cyclohexenones. More challenging gamma gamma- and beta gamma-substrates also react well to produce products with quaternary centers in good dr. The conjugate additions occur in a diastereoselective fashion under mild, practical and air-stable conditions, using readily available commercial reagents.
OXIDATIVE COUPLING OF ARYL BORON REAGENTS WITH SP3-CARBON NUCLEOPHILES, AND AMBIENT DECARBOXYLATIVE ARYLATION OF MALONATE HALF-ESTERS VIA OXIDATIVE CATALYSIS
申请人:The Governors of the University of Alberta
公开号:US20180186721A1
公开(公告)日:2018-07-05
Described herein are methods of oxidative coupling of aryl boron reagents with sp
3
-carbon nucleophiles, and ambient decarboxylative arylation of malonate half-esters via oxidative catalysis.
alcohols and arylboroxines under rhodium catalysis. The reaction is assumed to proceed through an arylation/dehydroxylation process, which involves β‐hydroxide elimination of a β‐hydroxy alkenyl‐rhodium intermediate that is generated by regioselective arylrhodation of the tert‐propargylic alcohol. In addition, when enantioenriched propargylic alcohol was used to prepare optically active allene, high
[EN] SYNTHESIS AND USE OF FLUORINATED COMPOUNDS<br/>[FR] SYNTHÈSE ET UTILISATION DE COMPOSÉS FLUORÉS
申请人:UNIV PENNSYLVANIA
公开号:WO2014126990A1
公开(公告)日:2014-08-21
The invention is directed to the preparation of fluorinated compounds and their use in organic synthesis. In particular, the invention is directed to methods of reacting compounds of structure with Rf-CH=N2 or (CF3)2C=N2 to form a perfluoroalkylate or -arylated compounds, and products derived from these reactions, where X, YB, and Rf are described herein.
Palladium-Catalyzed Cascade Reaction for the Synthesis of Substituted Isoindolines
作者:Florence J. Williams、Elizabeth R. Jarvo
DOI:10.1002/anie.201008160
日期:2011.5.2
Arylate then cyclize: A palladium(II)‐catalyzedcascade sequence has been developed to provide highly diastereomerically enriched cis‐1‐aryl‐3‐vinyl isoindolines (see scheme). The method uses commercially available aryl boronic acids and boroxine compounds containing a variety of electron‐rich, ‐neutral, or ‐poor aromatic groups. Ts=4‐toluenesulfonyl.
Ligand- and Base-Free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions
作者:Sarah E. Walker、Julian Boehnke、Pauline E. Glen、Steven Levey、Lisa Patrick、James A. Jordan-Hore、Ai-Lan Lee
DOI:10.1021/ol400539h
日期:2013.4.19
solvent allows controlled and efficient switching between oxidative Heck and conjugateadditionreactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.