An Interrupted [4+3] Cycloaddition Reaction: A Hydride Shift (Ene Reaction) Intervenes

2008 ◽  
Vol 120 (45) ◽  
pp. 8824-8827 ◽  
Author(s):  
Michael Harmata ◽  
Chaofeng Huang ◽  
Parham Rooshenas ◽  
Peter R. Schreiner
Keyword(s):  
Cycloaddition Reaction ◽  
Ene Reaction ◽  
Hydride Shift

Innentitelbild: An Interrupted [4+3] Cycloaddition Reaction: A Hydride Shift (Ene Reaction) Intervenes (Angew. Chem. 45/2008)

2008 ◽  
Vol 120 (45) ◽  
pp. 8664-8664
Author(s):  
Michael Harmata ◽  
Chaofeng Huang ◽  
Parham Rooshenas ◽  
Peter R. Schreiner
Keyword(s):  
Cycloaddition Reaction ◽  
Ene Reaction ◽  
Hydride Shift

scholarly journals Inside Cover: An Interrupted [4+3] Cycloaddition Reaction: A Hydride Shift (Ene Reaction) Intervenes (Angew. Chem. Int. Ed. 45/2008)

2008 ◽  
Vol 47 (45) ◽  
pp. 8536-8536
Author(s):  
Michael Harmata ◽  
Chaofeng Huang ◽  
Parham Rooshenas ◽  
Peter R. Schreiner
Keyword(s):  
Cycloaddition Reaction ◽  
Ene Reaction ◽  
Hydride Shift

An Interrupted [4+3] Cycloaddition Reaction: A Hydride Shift (Ene Reaction) Intervenes

2008 ◽  
Vol 47 (45) ◽  
pp. 8696-8699 ◽  
Author(s):  
Michael Harmata ◽  
Chaofeng Huang ◽  
Parham Rooshenas ◽  
Peter R. Schreiner
Keyword(s):  
Cycloaddition Reaction ◽  
Ene Reaction ◽  
Hydride Shift

Silaheterocyclen, XXIV. / Silaheterocycles, XXIV.

1993 ◽  
Vol 48 (3) ◽  
pp. 318-332 ◽  
Author(s):  
Norbert Auner ◽  
Armin W. Weingartner ◽  
Eberhardt Herdtweck
Keyword(s):  
Energy Levels ◽  
Cycloaddition Reaction ◽  
Product Distribution ◽  
Diels Alder ◽  
Frontier Molecular Orbitals ◽  
X Ray Diffraction ◽  
Insertion Reactions ◽  
Ene Reaction ◽  
X Ray ◽  
Cycloaddition Product

The 1-amino-2-neopentylsilenes 5-8 are formed in the reaction of LitBu with the aminovinylsilanes 1-4 in n-pentane (addition of LitBu to the vinylic double bond with subsequent 1,2-elimination of LiCl). The α-Li adducts initially formed are trapped by Me3SiOSO2CF3 to yield α-SiMe3-silanes. The silenes undergo insertion reactions into the Si—O bond of Me3SiOMe. In the absence of any trapping reagent dimerization occurs. One of the 1,3-disilacyclobutanes thus formed (15) could be examined by X-ray diffraction. Reacting with 1,3-butadienes the chlorosubstituted silenes 5 and 8 yield [2 + 2]-cycloaddition products. With 1,3-cyclohexadiene Diels-Alder adducts are also obtained, but with cyclopentadiene the [4+2] adducts are formed exclusively. Products of an ene-reaction are observed upon treatment of 2,5-norbornadiene with the silenes 5 and 8.The methylsubstituted silene 6 does not undergo any cycloaddition reaction at all, while from silene 7 only traces of the cycloadducts are produced. Both species mainly yield the dimers. The preference for the [2+2] reaction type, exhibited by the silenes 5 and 8, is due to their polarity. The almost complete absence or low yield of any cycloaddition products from 6 or 7 can be correlated with the energy levels of their frontier molecular orbitals. The distribution of the disilacyclobutanes and cycloaddition product isomers is explained by the characteristics of the stereospecifically Ε-configurated silenes. The product distribution can also be rationalized considering the ambiphilic nature of the system ViRR′SiCl/Li1Bu.

“Onion peel” glycodendrimer syntheses using mixed triazine and cyclotriphosphazene scaffolds

2017 ◽  
Vol 95 (9) ◽  
pp. 975-983 ◽  
Author(s):  
Rahul S. Bagul ◽  
Maryam M. Hosseini ◽  
Tze Chieh Shiao ◽  
René Roy
Keyword(s):  
Particle Size ◽  
Light Scattering ◽  
Cyanuric Acid ◽  
Cycloaddition Reaction ◽  
Building Blocks ◽  
Cross Linking ◽  
Cross Link ◽  
Click Reactions ◽  
Ene Reaction ◽  
Onion Peel

An expeditious synthetic protocol for the construction of glycodendrimers is illustrated using the newly discovered “onion peel” strategy. The onion peel approach and orthogonal coupling strategies were accomplished with rationally design sequential modifications of cyanuric acid. Carefully chosen building blocks and their effective attachment by chemoselective atom economical click reactions, namely Cu (I) azide–alkyne cycloaddition reaction (CuAAC) and photocatalyzed thiol-ene reaction (TEC), allowed rapid build-up of glycodendrimers in contrast to traditional dendrimers syntheses that are based on the repetitive use of identical building blocks to form each layer. The newly formed glycodendrimers were evaluated for their capacity to cross-link carbohydrate-lectin interactions using dynamic light scattering (DLS). Rapid increase in particle size was observed as a function of time when compared to their monomer counterparts resulting from the multivalent lectin cross-linking ability of the new glycodendrimers.

Tuning the configuration of the flexible metal–alkene-framework affords pure cycloisomers in solid state photodimerization

2021 ◽  
Author(s):  
Yong Wang ◽  
Meng-Fan Wang ◽  
David James Young ◽  
Hua Zhu ◽  
Fei-Long Hu ◽  
...  
Keyword(s):  
Solid State ◽  
Cycloaddition Reaction ◽  
Guest Molecules ◽  
Flexible Metal

The bulkiness of the guest molecules influences the conformations of the ligand and the final outcomes of the cycloaddition reaction.

Study on the "Tin-Ene" Reaction of α-Bromoacetophenone and Metallic Tin With Aldehydes

1996 ◽  
Vol 24 (4) ◽  
pp. 769-775
Author(s):  
Jing-Yao Zhou ◽  
Yu Jia ◽  
Qiu-Yi Shao ◽  
Shi-Hui Wu
Keyword(s):  
Ene Reaction

New Pyrrolo[1,2-b]pyridazine Derivatives by 1,3-Dipolar Cycloaddition of Mesoionic Oxazolopyridazinone

2008 ◽  
Vol 59 (11) ◽  
Author(s):  
Miron Teodor Caproiu ◽  
Florea Dumitrascu ◽  
Mino R. Caira
Keyword(s):  
Nmr Spectroscopy ◽  
Elemental Analysis ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Pyridazine Derivatives ◽  
New Compounds

New pyrrolo[1,2-b]pyridazine derivatives 8a-f were synthesized by 1,3-dipolar cycloaddition reaction between mesoionic 1,3-oxazolo[3,2-b]pyridazinium-2-oxides and diethyl or diisopropyl acetylenedicarboxylate as alkyne dipolarophiles. The structures of the new compounds were assigned by elemental analysis and NMR spectroscopy.

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