Journal ArticleDOI
The asymmetric intramolecular Heck reaction in natural product total synthesis.
Amy B. Dounay,Larry E. Overman +1 more
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This article is published in Chemical Reviews.The article was published on 2003-07-08. It has received 1247 citations till now. The article focuses on the topics: Heck reaction & Total synthesis.read more
Citations
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Catalyst-Free Ring Opening of Spiroaziridine Oxindoles by Heteronucleophiles: An Approach to the Synthesis of Enantiopure 3-Substituted Oxindoles.
TL;DR: A simple catalyst-free method was developed for the ring opening of spiroaziridine oxindoles by three different nucleophiles, namely, amines, thiols, and methanol, to produce enantiopure (up to 99%) vicinal diaminooxindoles, β-aminosulfides, and β-amino-3-methoxyoxindole, respectively, in good to excellent yields.
Journal ArticleDOI
Toward general access to the aspidosperma-type terpenoid indole alkaloids: synthesis of the key 3,3-disubstituted piperidones through enantioselective intramolecular heck-type reaction of chloroformamides.
TL;DR: An enantioselective intramolecular Heck-type reaction of chloroformamides has been developed for the synthesis of 3,3-disubstituted piperidones and was converted to epieburnamonine.
Journal ArticleDOI
Enantioselective Synthesis of Spiro[cyclohexane-1,3'-indolin]-2'-ones Containing Multiple Stereocenters via Organocatalytic Michael/Aldol Cascade Reactions.
Arun K. Ghosh,Bing Zhou +1 more
TL;DR: Interestingly, it is observed that the N-protecting group on the oxindole has critical effect on aldol ring closure leading to ultimate stereochemical outcome of the hydroxyl center.
Journal ArticleDOI
Ligand‐Free Heck Reactions of Aryl Iodides: Significant Acceleration of the Rate through Visible Light Irradiation at Ambient Temperature
Heng Zhang,Xueliang Huang +1 more
TL;DR: In this article, a mild Heck reaction of aryl iodides and olefins was realized by the cooperation of a palladium and a photoredox catalyst under the irradiation of visible light.
Journal ArticleDOI
Palladium nanoparticles generated from allylpalladium chloride in situ: A simple and highly efficient catalytic system for Mizoroki–Heck reactions
TL;DR: In this article, the Mizoroki-Heck reactions of aryl halides catalyzed by palladium nanoparticles generated in situ from a simple allyl palladium precursor were investigated in argon.
References
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BookDOI
Metal-catalyzed cross-coupling reactions
TL;DR: In this paper, the authors present an approach to the formation of C-X (X = N, O, S) bonds in metal-catalyzed cross-coupling reactions.
Journal ArticleDOI
The heck reaction as a sharpening stone of palladium catalysis.
TL;DR: s, or keywords if they used Heck-type chemistry in their syntheses, because it became one of basic tools of organic preparations, a natural way to make organic preparations.
Book
Catalytic Asymmetric Synthesis
TL;DR: Asymmetric Hydrogenation (T. Ohkuma, et al. as discussed by the authors ), asymmetric carbon-Carbon Bond-Forming Reactions (K. Nozaki & I. Negishi). Asymmetric Addition and Insertion Reactions of Catalytically-Generated Metal Carbenes (M. O'Donnell), and asymptotic phase-transfer Reactions.
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Richard F. Heck,J. P. Nolley +1 more