• Bulletin of the Korean Chemical Society
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• v.35 no.6
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• pp.1759-1762
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• 2014

The enantioselective ${\alpha}$-chlorination of cyclic ${\beta}$-ketoesters catalyzed by chiral 2-aminoalcohol derivatives (2f) has been developed. For the optically active ${\alpha}$-chlorinated products, the isolated yields are in the range of 85-94% and the enantiomeric excesses are up to 84% ee.

• Clean Technology
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• v.17 no.3
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• pp.238-243
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• 2011

We investigate new polyols based on castor oil for polyurethane. In order to introduce primary alcohol groups, which exhibit higher reactivity with isocyanate than secondary alcohol groups, the secondary alcohol groups on castor oil were modified with maleic anhydride and aminoalcohol derivatives ($H_2N$-R-OH). The reactions with various molar ratio of castor oil and maleic anhydride were done at relatively low reaction temperature in the absence of catalyst. The polyols based on castor oil with flexible side-chains exhibit better miscibility with conventional synthetic polyols.

• YAKHAK HOEJI
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• v.40 no.3
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• pp.300-305
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• 1996

The base-induced elimination of N-protected 2-(bromomethyl)pyrrolidines 12a-c with KHMDS in THF at -78$^{\circ}C$ for 1h gave exocyclic enamines 13a-c. The acidic catalyzed pr otonation on ${\beta}$-carbon atom of 2-(methylene)pyrrolidines 13a-c with $H_3PO_4$ formed endocyclic N-iminium intermediates 14(or 15). Nucleophilic attack of alpha-carbon atom and hydrolysis of N-iminium ion gave carbocationic adduct (aminoalcohol) 16 from which 5-amino-2-pentanones 17a-c were formed after deprotonation.

• Bulletin of the Korean Chemical Society
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• v.24 no.4
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• pp.460-466
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• 2003

For the drug master file (DMF) of ketoconazole, four impurities (1-4) contained in ketoconazole were synthesized. During the synthesis of 2, a new synthetic method of 1,4-dihydropyrazine was established. To oxidize the aminoalcohol (2j) to the aminal (2j-1), the standard Swern oxidation condition was modified to mask the nucleophilicity of the amino group temporarily using one equivalent of acetic acid. Derivative 3 was synthesized via regioselective bromination at the 2 position of the 4-aminophenol derivative (3a) using $Br_2$ in the presence of p-TsOH. The etherification of aryl bromide with the phenol derivative (1f) was accomplished by a modification of the general Cu-mediated reaction condition using excess 1f itself as a solvent at elevated temperature (190 ℃).