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What Controls the Reactivity of 1,3‐Dipolar Cycloadditions?

Angewandte Chemie International Edition, 2009
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Bernd Engels, Manfred Christl
openaire   +4 more sources

Regioselective 1,3‐Dipolar Cycloadditions of Diazoalkanes with Heteroatom‐Substituted Alkynes: Theory and Experiment

, 2018
The 1,3-dipolar cycloadditions of diazomethane and diazoethane with methyl 3-(diethylamino)propiolate were investigated experimentally and computationally by employing density functional theory (DFT).
M. Breugst, R. Huisgen, H. Reissig
semanticscholar   +1 more source

1,3‐Dipolar Cycloadditions to Strained Olefins

Helvetica Chimica Acta, 1979
AbstractThe Bredt olefins bicyclo [3.3.1]non‐1‐ene (2), bicyclo [4.2.1]non‐1 (8)‐ene (3), and bicyclo [4.2.1]non‐1 (2)‐ene (4) react rapidly with 1,3‐dipoles such as diazomethane, phenyl azide, and mesitonitrile oxide to yield mixtures of two regioisomeric cycloadducts 10, 11 and 12, respectively.
Martin K. Hohermuth, Konrad B. Becker
openaire   +3 more sources

ChemInform Abstract: 1,3‐Dipolar Cycloaddition Reactions of Levoglucosenone.

ChemInform, 1992
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Alexander J. Blake   +4 more
openaire   +3 more sources

Scaffold-inspired enantioselective synthesis of biologically important spiro[pyrrolidin-3,2'-oxindoles] with structural diversity through catalytic isatin-derived 1,3-dipolar cycloadditions.

Chemistry, 2012
Catalytic asymmetric construction of the biologically important spiro[pyrrolidin-3,2'-oxindole] scaffold with contiguous quaternary stereogenic centers in excellent stereoselectivities (up to >99:1 d.r., 98% ee) has been established by using an ...
F. Shi   +4 more
semanticscholar   +1 more source

Reactivity and regioselectivity in 1,3-dipolar cycloadditions of azides to strained alkynes and alkenes: a computational study.

Journal of the American Chemical Society, 2009
The transition states and activation barriers of the 1,3-dipolar cycloadditions of azides with cycloalkynes and cycloalkenes were explored using B3LYP density functional theory (DFT) and spin component scaled SCS-MP2 methods.
Franziska Schoenebeck   +3 more
semanticscholar   +1 more source

ChemInform Abstract: 1,3‐Dipolar Cycloaddition Reactions of Benzylidenecyanoamines.

Chemischer Informationsdienst, 1982
AbstractEinige inter und intramolekulare Cycloadditionsreaktionen der Benzylidencyanobenzylamine (I) werden beschrieben.
Kazunori Ueno, Otohiko Tsuge
openaire   +2 more sources

Transition states of strain-promoted metal-free click chemistry: 1,3-dipolar cycloadditions of phenyl azide and cyclooctynes.

Organic Letters, 2008
Density functional theory (B3LYP) calculations on the transition states for the Huisgen 1,3-dipolar cycloadditions of phenyl azide with acetylene, cyclooctyne, and difluorocyclooctyne are reported.
D. Ess, Gavin O. Jones, K. Houk
semanticscholar   +1 more source

Activation energies of pericyclic reactions: performance of DFT, MP2, and CBS-QB3 methods for the prediction of activation barriers and reaction energetics of 1,3-dipolar cycloadditions, and revised activation enthalpies for a standard set of hydrocarbon pericyclic reactions.

Journal of Physical Chemistry A, 2005
Activation barriers and reaction energetics for the three main classes of 1,3-dipolar cycloadditions, including nine different reactions, were evaluated with the MPW1K and B3LYP density functional methods, MP2, and the multicomponent CBS-QB3 method.
D. Ess, K. Houk
semanticscholar   +1 more source

Control of the dual reactivity (iminium-dienamine) of β-arylmethyl α,β-unsaturated aldehydes in organocatalytic 1,3-dipolar cycloadditions with N-benzoyl C,N-cyclic azomethine imines.

Journal of Organic Chemistry, 2014
1,3-Dipolar cycloadditions of C,N-cyclic azomethine imines with α,β-unsaturated aldehydes can be performed with complete control of the regio-, exo-, and enantioselectivity under aminocatalytic conditions.
C. Izquierdo   +6 more
semanticscholar   +1 more source

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