2006
DOI: 10.1016/j.molcata.2006.02.003
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The Juliá-Colonna epoxidation: Access to chiral, non-racemic epoxides

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Cited by 22 publications
(8 citation statements)
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“…Chalcones 4 and 7 were further submitted to the reaction of Juliá-Colonna to afford α,β-epoxychalcone analogues. [21] The epoxidation took place after treating separately 4 and 7 with H 2 O 2 under alkaline condition (Scheme 2). Compound 9 was obtained from 4 with a yield of 89% while, compound 10 was obtained from 7 with yields of 71.8%.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…Chalcones 4 and 7 were further submitted to the reaction of Juliá-Colonna to afford α,β-epoxychalcone analogues. [21] The epoxidation took place after treating separately 4 and 7 with H 2 O 2 under alkaline condition (Scheme 2). Compound 9 was obtained from 4 with a yield of 89% while, compound 10 was obtained from 7 with yields of 71.8%.…”
Section: Resultsmentioning
confidence: 99%
“…This preparation was carried out by treating aldehyde 3 under alkaline conditions with different substituted acetophenones to afford the expected chalcones ( 4 ‐ 8 , Scheme ) with yields between 70 and 79%. Chalcones 4 and 7 were further submitted to the reaction of Juliá‐Colonna to afford α , β ‐epoxychalcone analogues . The epoxidation took place after treating separately 4 and 7 with H 2 O 2 under alkaline condition (Scheme ).…”
Section: Resultsmentioning
confidence: 99%
“…Nanoparticles 11 [adapted from ref. (Geller et al 2006)] N-(Ethyloxycarbonyl)-L-leucine (5 g, 24.6 mmol) was dissolved in diethyl ether (25 mL, dried over MgSO 4 ), phosphorous bromide (0.9 mL, 10 mmol) was added slowly and the solution was stirred overnight. Hexane dried over MgSO 4 (50 mL) was added and the mixture was put in a refrigerator (4°C) for 4 h. The precipitate was filtered off, washed with hexane and recrystallized in hexane:EtOAc = 2:1.…”
Section: Generalmentioning
confidence: 99%
“…One of them was the use of a phase transfer reagent as a co-catalyst in combination with the triphasic conditions [72], which is more attractive, from the industrial point of view, since no pre-activation of the catalyst is required and the base and oxidant used are rather inexpensive. On the other hand, if the polymerization of the amino acid was done in toluene at reflux instead of the usual standard conditions at 50 ºC, a very active catalyst was obtained.…”
Section: Figurementioning
confidence: 99%