Overview of Reaction The broad view of the Michael reaction may be most readily summarized by “1,4 addition” or “conjugate addition” to an α,β-unsaturated carbonyl compound. General Copper-Catalyzed Coupling of Alkyl-, Aryl-, and Alkynylaluminum Reagents with Organohalides. Excess Phosphine Ligand Plays a Critical Role in the Asymmetric Copper(I) Iodide‐Catalyzed Conjugate Addition of Grignard Reagents to α,β‐Unsaturated Esters. Asymmetric and Diastereoselective Conjugate Addition Reactions: C–C Bond Formation at Large Scale. Fragment Coupling Reactions in Total Synthesis That Form Carbon–Carbon Bonds via Carbanionic or Free Radical Intermediates. Comprehensive Accounts of Pharmaceutical Research and Development: From Discovery to Late-Stage Process Development Volume 1. Michael addition catalyzed by difluorotris(pentafluoroethyl)phosphorane. [email protected], b Mechanistic-Insight-Driven Rate Enhancement of Asymmetric Copper-Catalyzed 1,4-Addition of Dialkylzinc Reagents to Enones. CuI‐Catalysed Enantioselective Alkyl 1,4‐Additions to (E)‐Nitroalkenes and Cyclic Enones with Phosphino‐Oxazoline Ligands. Progress in Enantioselective Cu(I)-catalyzed Formation of Stereogenic Centers. Conjugate reduction and reductive aldol cyclization of α,β-unsaturated thioesters catalyzed by (BDP)CuH. This addition easily occur even if funtionalised Grignard reagents are used. Siawash Ahmar, Eric … Learn about our remote access options, Department Chemie und Biochemie, Ludwig‐Maximilians‐Universität München, Butenandtstrasse 5–13, Haus F, 81377 München (Germany), Fax: (+49) 89‐2180‐77680. Enamine‐Mediated Addition of Aldehydes to Cyclic Enones. . ScienceDirect ® is a registered trademark of Elsevier B.V. ScienceDirect ® is a registered trademark of Elsevier B.V. Michael addition of Grignard reagents to tetraethyl ethenylidenebisphosphonate. Access to chiral cyano-containing five-membered rings through enantioconvergent rhodium-catalyzed cascade cyclization of a diastereoisomeric Calle Francisco Tomás y Valiente, 7, Cantoblanco, 28049 Madrid, Spain, Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049 Madrid, Spain, Instructions for using Copyright Clearance Center page. You do not have JavaScript enabled. Transition-Metal-Free Reactions of Boronic Acids: 1,3-Stereochemical Induction in the Substrate-Controlled Conjugate Addition. Universidad Autónoma de Madrid. Domino Reactions Involving Catalytic Enantioselective Conjugate Additions. The simplicity of the experimental procedure and the functional group tolerance are the main features of this methodology. Asymmetric Remote C–H Functionalization: Use of Internal Olefins in Tandem Hydrometallation–Isomerization–Asymmetric Conjugate Addition Sequences. Enantioselective Copper-Catalyzed Reduction of 2-Alkenylheteroarenes. E-mail: Chiral zinc catalysts for asymmetric synthesis. Enantioselective copper-catalyzed conjugate additions of in situ generated organozirconium reagents to N -heterocyclic Michael acceptors. contained in this article in third party publications Access to chiral α-bromo and α-H-substituted tertiary allylic alcohols via copper(i) catalyzed 1,2-addition of Grignard reagents to enones. E Go to our Wiley Online Library. Remarkable Enhancement of Enantioselectivity in the Asymmetric Conjugate Addition of Dimethylzinc to (Z)‐Nitroalkenes with a Catalytic [(MeCN)4Cu]PF6–Hoveyda Ligand Complex. With aluminum reagents, for example, quaternary stereogenic centers with functionalized aryl substituents can be generated with high enantioselectivity (see scheme). This result is remarkable in its own right, as it represents the first example of highly enantioselective catalytic conjugate addition of Grignard reagents at room temperature. Moreover, the synthesis of diynes and other examples showing functional group tolerance in this anti-Michael reaction is also presented. Stereoselective domino conjugate addition of Grignard reagents to lactones followed by reaction with activated alkenes catalyzed by ferrocenyl carbene ligands.
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