Outputs (6)

Resolution of pentafluorophenyl 2-phenylpropanoate using combinations of quasi-enantiomeric oxazolidin-2-ones (2011)
Journal Article
Al Shaye, N., Benoit, D. M., Chavda, S., Coulbeck, E., Dingjan, M., Eames, J., & Yohannes, Y. (2011). Resolution of pentafluorophenyl 2-phenylpropanoate using combinations of quasi-enantiomeric oxazolidin-2-ones. Tetrahedron: Asymmetry, 22(4), 413-438. https://doi.org/10.1016/j.tetasy.2011.02.022

The kinetic, mutual and parallel resolution of a series of structurally related active esters derived from 2-phenylpropanoic acid using a combination of quasi-enantiomeric oxazolidin-2-ones is discussed.

Comparison of Birch with electrochemical reduction of 2,3-diphenyl-1,4- diazaspiro[4.5]deca-1,3-diene (2010)
Journal Article
Zhou, Y., Andreou, A., Biktagirov, E., Eames, J., & Wadhawan, J. (2010). Comparison of Birch with electrochemical reduction of 2,3-diphenyl-1,4- diazaspiro[4.5]deca-1,3-diene. Electrochemistry communications, 12(11), 1493-1497. https://doi.org/10.1016/j.elecom.2010.08.016

Reduction of 2,3-diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene is investigated both voltammetrically (glassy-carbon electrode, 20°C, non-aqueous-solvents) and using dissolving-metals (sodium, −78°C, tetrahydrofuran (THF)/NH3(l)). Remarkably, electro-red... Read More about Comparison of Birch with electrochemical reduction of 2,3-diphenyl-1,4- diazaspiro[4.5]deca-1,3-diene.

Desymmetrisation of (4R,5S)-4,5-diphenylimidazolidine-2-thione using pentafluorophenyl active esters (2010)
Journal Article
Andreou, A., Eames, J., Motevalli, M., Prior, T. J., & Watkinson, M. (2010). Desymmetrisation of (4R,5S)-4,5-diphenylimidazolidine-2-thione using pentafluorophenyl active esters. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 51(10), 1423-1425. https://doi.org/10.1016/j.tetlet.2010.01.019

(4R,5S)-4,5-Diphenylimidazolidine-2-thione is efficiently desymmetrised by stereorandom deprotonation with NaHMDS, followed by kinetic resolution of the resulting racemic intermediate with an enantiomerically pure pentafluorophenyl active ester. The... Read More about Desymmetrisation of (4R,5S)-4,5-diphenylimidazolidine-2-thione using pentafluorophenyl active esters.

Resolution of secondary arylalkyl alcohols using pentafluorophenyl 2-phenylbutanoate and zinc chloride (2009)
Journal Article
Coulbeck, E., & Eames, J. (2009). Resolution of secondary arylalkyl alcohols using pentafluorophenyl 2-phenylbutanoate and zinc chloride. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 50(31), 4449-4451. https://doi.org/10.1016/j.tetlet.2009.05.046

The resolution of racemic secondary arylalkyl alcohols using pentafluorophenyl 2-phenylbutanoate and zinc chloride is discussed. The levels of enantiomeric recognition were high leading to enantiomerically enriched alcohols in good yield. © 2009 Else... Read More about Resolution of secondary arylalkyl alcohols using pentafluorophenyl 2-phenylbutanoate and zinc chloride.

Parallel kinetic resolution of racemic 1-phenylethanol using quasi-enantiomeric combinations of carboxylic acids mediated by N,N′-dicyclohexylcarbodiimide and 3,5-lutidine (2008)
Journal Article
Al Shaye, N., Boa, A. N., Coulbeck, E., & Eames, J. (2008). Parallel kinetic resolution of racemic 1-phenylethanol using quasi-enantiomeric combinations of carboxylic acids mediated by N,N′-dicyclohexylcarbodiimide and 3,5-lutidine. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 49(31), 4661-4665. https://doi.org/10.1016/j.tetlet.2008.05.036

The parallel kinetic resolution of racemic 1-phenylethanol using an equimolar combination of quasi-enantiomeric 2-arylpropionic and butanoic acids mediated by a N,N′-dicyclohexylcarbodiimide (DCC)/3,5-lutidine coupling is discussed. The levels of dia... Read More about Parallel kinetic resolution of racemic 1-phenylethanol using quasi-enantiomeric combinations of carboxylic acids mediated by N,N′-dicyclohexylcarbodiimide and 3,5-lutidine.

On the structure and chiroptical properties of (S)-4-isopropyl-oxazolidin-2-one (2008)
Journal Article
Benoit, D., Coulbeck, E., Eames, J., & Motevalli, M. (2008). On the structure and chiroptical properties of (S)-4-isopropyl-oxazolidin-2-one. Tetrahedron: Asymmetry, 19(9), 1068-1077. https://doi.org/10.1016/j.tetasy.2008.03.032

The specific rotation of (S)-4-isopropyl-oxazolidin-2-one is extremely solvent dependent. In chloroform it is dextrorotatory {[α] D 26 = + 15.5 (c 5.2, CHCl 3 )}, whereas in ethanol it is levorotatory {[α] D 26 = - 16.1 (c 5.2, EtOH)}. © 2008 Elsevie... Read More about On the structure and chiroptical properties of (S)-4-isopropyl-oxazolidin-2-one.