Results 171 to 180 of about 6,329 (228)
In-Cage Recombination Facilitates the Enantioselective Organocatalytic [1,2]-Rearrangement of Allylic Ammonium Ylides. [PDF]
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Gold-Catalyzed Sigmatropic Rearrangement Reactions via Carbene Transfer Reactions
The Journal of Organic Chemistry, 2020Sigmatropic rearrangements are an important fundamental toolbox in organic synthesis to access complex molecular fragments. Yet, the rearrangement reactions of onium ylides via gold catalyzed carbene transfer reactions are relatively unexplored. Herein, we describe a gold-catalyzed sigmatropic rearrangement of sulfonium and selenium ylides (39 examples,
Feifei He, Sripati Jana, Rene M. Koenigs
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Hiscotropic Rearrangements: Hybrids of Electrocyclic and Sigmatropic Reactions
The Journal of Organic Chemistry, 2006An unusual reaction manifold for cyclopropylcarbinyl cations, uncovered using B3LYP and MP2 calculations, is described. This reaction is a hybrid of a [1,2] sigmatropic hydrogen shift and a two-electron electrocyclic ring opening. These two processes occur through a single transition structure (i.e., they are concerted), although they are not ...
Dustin H, Nouri, Dean J, Tantillo
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[3,3]-Sigmatropic reactions in the enamine series
Collection of Czechoslovak Chemical Communications, 1983Thermal isomerization of 1-methyl-2-(3-butenylidene)pyrrolidine (Ib) afforded a mixture of Ib and 1,2-dimethyl-3-allyl-2-pyrroline (IIIa). Analogous reaction with 1-methyl-2-(3-butenyl)-2-piperidine (IIa) gave quantitatively 1,2-dimethyl-3-allyl-2-piperideine (IVa) by [3,3]-sigmatropic rearrangement.
Otakar Červinka +4 more
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Pericyclic reactions 2: sigmatropic and electrocyclic reactions
2012This chapter explores two other classes of pericyclic reactions: sigmatropic rearrangements and electrocyclic reactions. The original sigmatropic rearrangement occurred when an aryl allyl ether was heated without solvent and an ortho-allyl phenol resulted. This is the Claisen rearrangement.
Jonathan Clayden +2 more
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Cascades of Interrupted Pummerer Reaction‐Sigmatropic Rearrangement
The Chemical Record, 2017AbstractA new class of Pummerer chemistry has emerged as a powerful tool in organic synthesis. The new technology consists of a beautiful cascade of an interrupted Pummerer reaction and the subsequent [3,3] sigmatropic rearrangement. The interrupted Pummerer reactions of alkenyl or aryl sulfoxides with unsaturated nucleophiles such as allylic silanes ...
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Pericyclic Reactions: Cycloadditions, Electrocyclic Reactions, and Sigmatropic Rearrangements
2013This chapter covers pericyclic reactions and their its types. In these so-called pericyclic reactions, all the bond forming and bond breaking occurs together with a nonpolar, concerted cyclic redistribution of valence electrons via aromatic transition structures.
Tadashi Okuyama, Howard Maskill
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Photochemical, Metal‐Free Sigmatropic Rearrangement Reactions of Sulfur Ylides
Chemistry – A European Journal, 2019AbstractSigmatropic rearrangement reactions constitute one of the most fundamental reactions of carbenes. While state‐of‐the‐art synthetic methods require the use of expensive precious metal catalysts, the application of visible light for the photolysis of α‐aryldiazoacetates is much less investigated and provides an operationally simple entry to ...
Zhen Yang, Yujing Guo, Rene M. Koenigs
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