76786-33-9Relevant academic research and scientific papers
Highly diastereo- and enantioselective organocatalytic domino michael/aldol reaction of acyclic 3-halogeno-1,2-diones to α,β-unsaturated aldehydes
Lefranc, Alice,Guenee, Laure,Alexakis, Alexandre
supporting information, p. 2172 - 2175 (2013/06/05)
The first organocatalytic diastereo- and enantioselective domino Michael/aldol reaction of 3-halogeno-1,2-diones to α,β-unsaturated aldehydes has been achieved. This transformation tolerates a large variety of electronically different substituents on both reactive partners and allows the synthesis of challenging cyclopentanone derivatives with four contiguous stereogenic centers in excellent diastereoselectivities (>20:1 dr) as well as good yields (69-97%), and enantioselectivities (up to 94% ee).
Regio- and stereoselective reaction of α-epoxyketones with AlCl 3: An efficient approach for the synthesis of functionalized β-chlorohydrines
Nikpour, Farzad,Mozafari, Roya,Mogaddam, Baran Mohammadi
experimental part, p. 404 - 407 (2009/12/08)
A simple and efficient synthesis of functionalized β-chlorohydrins is described from the regio- and stereoselective reaction of α-epoxyketones with AlCl3 in acetonitrile at room temperature.
Synthesis of β-chlorohydrins in water
Das, Biswanath,Venkateswarlu, Katta,Krishnaiah, Maddeboina
, p. 149 - 152 (2007/10/03)
2,4,6-Trichloro-1,3,5-triazine (TCT, cyanuric chloride) was found to mediate the regio- and stereoselective ring opening of epoxides in H 2O in the presence of morpholine at room temperature to afford the corresponding β-chlorohydrins in excellent yields (Table). The transformation is very simple, fast, efficient, and ecologically beneficial.
Regio- and stereoselective ring opening of epoxides and aziridines using zirconyl chloride: An efficient approach for the synthesis of β-chlorohydrins and β-chloroamines
Das, Biswanath,Krishnaiah, Maddeboina,Venkateswarlu, Katta
, p. 82 - 83 (2007/10/03)
Zirconyl chloride mediated regio- and stereoselective ring opening of epoxides and aziridines at room temperature affords the corresponding β-chlorohydrins and β-chloroamines, respectively in high yields. Copyright
A simple, highly regioselective, one-pot stereoselective synthesis of tertiary α-hydroxyesters: a tandem oxidation/benzilic ester rearrangement
Marques, Carolina Sílva,Moura, Nuno,Burke, Anthony J.
, p. 6049 - 6052 (2007/10/03)
This letter describes a simple, highly regioselective, stereoselective one-pot tandem oxidation/benzilic ester rearrangement protocol for the conversion of α-hydroxyketones to tertiary α-hydroxyesters.
Efficient synthesis of chlorohydrins: Ionic liquid promoted ring-opening reaction of epoxides and TMSCl
Xu, Li-Wen,Li, Lyi,Xia, Chun-Gu,Zhao, Pei-Qing
, p. 2435 - 2438 (2007/10/03)
The environmentally benign, highly efficient synthesis of chlorohydrins by cleavage of epoxides using TMSCl in ionic liquid, bmimPF6, has been studied.
DICHLORODIISOPROPOXYTITANIUM - A CONVENIENT REAGENT FOR THE SELECTIVE TRANSFORMATIONS OF α,β-EPOXYCARBONYL COMPOUNDS
Sosnovskii, G. M.,Astapovich, I. V.
, p. 71 - 73 (2007/10/02)
Depending on the structure and the reaction conditions, α,β-epoxycarbonyl compounds isomerize selectively in the presence of dichlorodiisopropoxytitanium to α-diketones or undergo nucleophilic cleavage with the formation of the corresponding hydroxychloro ketones.
An Easy and Efficient Epoxide Opening to give Halohydrins using Tin(II) Halides
Einhorn, Cathy,Luche, Jean-Louis
, p. 1368 - 1369 (2007/10/02)
Epoxides are readily converted into halohydrins by tin(II) halides in a variety of solvents.
Substituent Effects in 13C-N.M.R. Spectra of Diastereomeric Chalcone Dihalogenides. V. Synthesis, Stereochemistry and Spectroscopy of Chalcone Fluorohydrines
Weber, Fritz Gerd,Giese, Hartmut,Koeppel, Hubert,Reinhold, Monika,Strobel, Rita,et al.
, p. 133 - 143 (2007/10/02)
Chalcone fluorohydrins 1 and diastereomeric pairs of chalcone chlorohydrins 2 as standards are investigated in the i.r., 1H, 19F, and 13C n.m.r. spectroscopy field.The substituent dependence of the spectral parameters is discussed.The assignment of confor
The Behaviour of Functionally Epoxycarbonyl Compounds with the Reaction of Hydrogen Chloride
Moehrle, H.,Schaltenbrand, R.
, p. 387 - 393 (2007/10/02)
The Conversion of the Mannich base 2 to the hydrochloride proceeds with opening of the oxirane ring yielding 4*2HCl.Contrary to the results with formerly examined epoxides of the chalcone type here in polar as in apolar medium the formation of the erythro
