- P-Anisaldehyde-Photosensitized Sulfonylcyanation of Chiral Cyclobutenes: Enantioselective Access to Cyclic and Acyclic Systems Bearing All-Carbon Quaternary Stereocenters
-
The photosensitized p-Anisaldehyde-mediated addition of sulfonylcyanides onto the I -system of cyclobutenes is shown to afford highly functionalized cyclobutanes in high yields and diastereocontrol. The homochiral cyclobutene precursors are accessible on multigram scale in two steps through an asymmetric [2 + 2] cycloaddition/vinyl thioether reduction sequence. The enantiopure cyclobutylnitriles can be elaborated further through SmI2-mediated ring opening or converted into new enantiopure cyclobutenes through base-mediated sulfone elimination.
- Pirenne, Vincent,Traboulsi, Iman,Rouvière, Lisa,Lusseau, Jonathan,Massip, Stéphane,Bassani, Dario M.,Robert, Frédéric,Landais, Yannick
-
supporting information
p. 575 - 579
(2020/01/09)
-
- On the formation of seven-membered rings by arene-ynamide cyclization
-
Abstract: A Br?nsted acid-catalyzed selective arene-ynamide cyclization is described. This reaction proceeds via a keteniminium intermediate and enables the preparation of seven-membered ring enamide products. Mechanistic studies uncover an unusual product inhibition behavior. Graphical abstract: [Figure not available: see fulltext.].
- Brutiu, Bogdan R.,Bubeneck, Wilhelm Andrei,Cvetkovic, Olivera,Li, Jing,Maulide, Nuno
-
-
- Asymmetric Diels-Alder Reaction of α,β-Unsaturated Oxazolidin-2-one Derivatives Catalyzed by a Chiral Fe(III)-Bipyridine Diol Complex
-
An asymmetric FeIII-bipyridine diol catalyzed Diels-Alder reaction of α,β-unsaturated oxazolidin-2-ones has been developed. Among various FeII/FeIII salts, Fe(ClO4)3·6H2O was selected as th
- Li, Mao,Carreras, Virginie,Jalba, Angela,Ollevier, Thierry
-
supporting information
p. 995 - 998
(2018/02/23)
-
- Ibrutinib synthesis method
-
The invention provides an ibrutinib synthesis method and belongs to the field of medicine synthesis. The synthesis method includes the step that a compound M and a compound of formula I undergo acylation reaction in the presence of alkaline. The synthesis method is mild in reaction conditions, side reaction is less, obtained ibrutinib is high in yield, and the purity is 99.50 or above. A syntheticroute of the synthesis method is described as follows.
- -
-
Paragraph 0055; 0056; 0057; 0058; 0059
(2018/04/02)
-
- Gold-catalyzed rearrangement of propargylic tert-butyl carbonates
-
Diversely substituted 4-alkylidene-1,3-dioxolan-2-ones are efficiently synthesized by a gold(I)-catalyzed rearrangement of propargylic tert-butyl carbonates. The substrates are readily accessible and the transformation, which is performed under mild react
- Buzas, Andrea K.,Istrate, Florin M.,Gagosz, Fabien
-
experimental part
p. 1889 - 1901
(2009/06/20)
-
- SuperQuat 5,5-dimethyl-4-iso-propyloxazolidin-2-one as a mimic of Evans 4-tert-butyloxazolidin-2-one
-
The incorporation of a gem-dimethyl group at the 5-position of a chiral oxazolidinone biases the conformation of the adjacent C(4)-stereodirecting group such that the gem-dimethyl-4-iso-propyl combination mimics a C(4)-tert-butyl group, providing higher levels of stereocontrol than a simple 4-iso-propyloxazolidinone. The generality of this principle is demonstrated with applications in stereoselective enolate alkylations, kinetic resolutions, Diels-Alder cycloadditions and Pd-catalysed asymmetric acetalisation reactions. The Royal Society of Chemistry 2006.
- Bull, Steven D.,Davies, Stephen G.,Garner, A. Christopher,Kruchinin, Dennis,Key, Min-Suk,Roberts, Paul M.,Savory, Edward D.,Smith, Andrew D.,Thomson, James E.
-
p. 2945 - 2964
(2008/02/09)
-
- An entry to a chiral dihydropyrazole scaffold: Enantioselective [3 + 2] cycloaddition of nitrile imines
-
We have developed a versatile strategy to access dihydropyrazoles in highly enantioenriched form. Dipolar cycloaddition of electron-deficient acceptors and in situ-generated nitrile imines proceeds with high regio- and enantioselectivity using 10 mol % chiral Lewis acid catalyst. A variety of dihydropyrazoles that incorporate functionality for further manipulation have been prepared. Copyright
- Sibi, Mukund P.,Stanley, Levi M.,Jasperse, Craig P.
-
p. 8276 - 8277
(2007/10/03)
-
- DCC/DMAP-Mediated Coupling of Carboxylic Acids with Oxazolidinones and Thiazolidinethiones
-
Dicyclohexylcarbodiimide and catalytic dimethylaminopyridine were successfully used in the coupling of carboxylic acids with oxazolidinones and thiazolidinethiones. The acylated products were obtained in good yields.
- Andrade, Carlos Kleber Z.,Rocha, Rafael O.,Vercillo, Otilie E.,Silva, Wender A.,Matos, Ricardo Alexandre F.
-
p. 2351 - 2352
(2007/10/03)
-
- 2-OXAZOLIDINONES AND THEIR USE AS INHIBITORS OF ANIMAL CELL MOTILITY AND GROWTH
-
Cell motility and growth inhibitors, including compounds of the general structural formula (I), and use of the cell motility and cell growth inhibitors, and pharmaceutically acceptable salts, pro-drugs, and solvates thereof, as therapeutic agents, are disclosed.
- -
-
-
- Organic polymers and novel polymerizable compound
-
Organic polymers having water contact angles of 20° or smaller, preferably 7° or smaller and equipped with both high wettability and high transparency. The organic polymers may contain as partial structures polar structures of about 3 debyes or higher in dipole moment and are available especially from polymerization of polymerizable compounds having alkylene(thio)urea structures.
- -
-
-
- Crotylations of alpha-carbonyl radicals with crotylstannane.
-
Electrophilic radicals undergo crotylation with crotylstannane with moderate to good efficiency. The reaction provides the syn isomer as the major product. The present methodology is complementary to Claisen protocols for the synthesis of gamma,delta-unsa
- Sibi, Mukund P,Miyabe, Hideto
-
p. 3435 - 3438
(2007/10/03)
-
- Antipicornaviral compounds and methods for their use and preparation
-
Picornaviral 3C protease inhibitors, obtainable by chemical synthesis, inhibit or block the biological activity of picornaviral 3C proteases. These compounds, as well as pharmaceutical compositions that contain these compounds, are suitable for treating patients or hosts infected with one or more picornaviruses. Several novel methods and intermediates can be used to prepare the novel picornaviral 3C protease inhibitors of the present invention.
- -
-
-
- Direct coupling procedure for the synthesis of N-acyl-2-oxazolidinones derived from α,β-unsaturated carboxylic acids
-
An efficient direct coupling procedure for the synthesis of N-acyl-2-oxazolidinones derived from α,β-unsaturated carboxylic acids is described in which 2-chloro-1-methylpyridinium iodide is employed as the dehydrating agent.
- Knol, Joop,Feringa, Ben L.
-
p. 261 - 268
(2007/10/03)
-
- Enantio- and Diastereo-Selective Synthesis of (+)-Grandisol
-
(+)-Grandisol, an insect pheromone having cyclobutane skeleton, is synthesized enantio- and diastereoselectively.The key steps in the synthesis are the asymmetric cycloaddition reaction catalyzed by a chiral titanium reagent and the diastereoselective conjugate addition reaction by the combined use of Me2CuLi and trimethylsilyl trifluoromethanesulfonate.
- Narasaka, Koichi,Kusama, Hiroyuki,Hayashi, Yujiro
-
p. 1471 - 1478
(2007/10/02)
-