Journal ArticleDOI
Evidence that palladium(0)-promoted cyclizations of unsaturated α-iodocarbonyls occur by an atom transfer mechanism
Dennis P. Curran,Chi-Tai Chang +1 more
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TLDR
In this article, the isomerization of several unsaturated α-iodocarbonyls to cyclic γ-ideal iodide gave identical product mixtures by using catalytic quantities of either hexalkylditin or palladium (0).About:
This article is published in Tetrahedron Letters.The article was published on 1990-01-01. It has received 67 citations till now. The article focuses on the topics: Palladium & Allylic rearrangement.read more
Citations
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Catalysis of Radical Reactions: A Radical Chemistry Perspective.
Armido Studer,Dennis P. Curran +1 more
TL;DR: This work critically address both catalyst-free and catalytic radical reactions through the lens of radical chemistry, using basic principles of kinetics and thermodynamics to address problems of initiation, propagation, and inhibition of radical chains.
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Modern Transition-Metal-Catalyzed Carbon–Halogen Bond Formation
TL;DR: This Review provides comprehensive coverage of modern transition metal-catalyzed syntheses of organohalides via a diverse array of mechanisms, and focuses on the seminal stoichiometric organometallic studies which led to the corresponding catalytic processes being realized.
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The Persistent Radical Effect in Organic Synthesis
TL;DR: Although great progress has been achieved over the years in enantioselective radical chemistry, the radical-metal crossover approach offers advantages, in particular considering the non-existing background coupling leading to racemic compounds.
Journal ArticleDOI
Carbonylation Reactions of Alkyl Iodides through the Interplay of Carbon Radicals and Pd Catalysts
TL;DR: The radical/Pd-combined reaction system has a wide range of applications, including the synthesis of carboxylic acid esters, lactones, amides, lactams, and unsymmetrical ketones such as alkyl alkynyl andAlkyl aryl ketones, and expands the breadth and utility of carbonylation chemistry over either the original radicalcarbonylation reactions or metal-catalyzed carbonylated reactions.
References
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Journal ArticleDOI
Atom transfer cyclization reactions of .alpha.-iodo esters, ketones, and malonates: examples of selective 5-exo, 6-endo, 6-exo, and 7-endo ring closures
Dennis P. Curran,Chi Tai Chang +1 more
Journal ArticleDOI
Intramolecular, Stoichiometric (Li, Mg, Zn) and Catalytic (Ni, Pd, Pt) Metallo‐Ene Reactions in Organic Synthesis [New Synthetic Methods (75)]
TL;DR: Metallo-ene reactions, hardly recognized until very recently, have experienced a breathtaking development when applied in an intramolecular sense as mentioned in this paper and have served as a cornerstone for numerous syntheses of structurally diverse natural products (e.g., sesquiterpenes of marine or plant origin, alkaloids, fragrances, insect defense compounds, and a fungitoxin).
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Rate constants for halogen atom transfer from representative α-halocarbonyl compounds to primary alkyl radicals
Journal ArticleDOI
Copper-catalyzed additions of organic polyhalides to olefins: a versatile synthetic tool
TL;DR: Mise en evidence de l'utilite des adduits 1:1 fonctionalises for les syntheses selectives de composes du type pyrones-2, composes aromatiques, acides pyrethroides, pyridines, α-aminoacides halogenes and pyrrolidones-2
Related Papers (5)
Atom transfer cyclization reactions of .alpha.-iodo esters, ketones, and malonates: examples of selective 5-exo, 6-endo, 6-exo, and 7-endo ring closures
Dennis P. Curran,Chi Tai Chang +1 more
Mechanistic studies of oxidative addition to low valent metal complexes. IV. CIDNP effects in platinum(0) and palladium(0) reactions
A. V. Kramer,J. A. Osborn +1 more