• Journal of the Korean Society of Industry Convergence
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• v.12 no.3
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• pp.143-147
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• 2009

The enantioselective reduction of representative prochiral alkyl-aryl ketones with a new chiral alkoxy-amine-aluminum derivatives from aluminum hydride and ${\alpha},{\alpha}$-diphenyl-${\beta}$-amino alcohols, such as (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol(AMDPB) and (S)-(-)-2-(diphenylhydroxy-methyl)pyrrolidine(DPHMP), in THF at $0^{\circ}C$ was studied. In the reduction of alkoxy-amine-aluminum derivatives, acetophenone, propiophenone, isopropiophenone, and butyrophenone are reduced to corresponding aromatic secoundary alcohols with 34~60 % enantiomeric excess of (S)-isomers. For such ketones, the optical induction was enhanced by increasing a size of alkyl groups.

• Bulletin of the Korean Chemical Society
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• v.32 no.11
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• pp.4133-4136
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• 2011

• Proceedings of the PSK Conference
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• 2002.10a
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• pp.345.3-346
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• 2002

In connection with the asymmetric synthesis of chiral l.2-diol. we report here the total synthesis of (＋)-frontalin using diastereoselective alkylation featuring tridentate chelation-controlled asymmetric alkylation of a-hydroxyketone, in which the chiral auxiliary is attached to the hydroxyl group as ether linkage. The starting D-glyceraldehyde acetonide was converted (S)- ［(4R)-2.2-dimethyH,3-dioxolan-4-yl］ (4-methoxyphenyl) methanol. (omitted)

• Bulletin of the Korean Chemical Society
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• v.32 no.11
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• pp.4067-4070
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• 2011

• Bulletin of the Korean Chemical Society
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• v.18 no.12
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• pp.1324-1327
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• 1997

• Journal of the Korean Chemical Society
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• v.33 no.4
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• pp.426-430
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• 1989

Amino alcohol-derived thiazolidinethiones [4-(S)-IPTT, 4(S)-ETT] serve as efficient chiral auxiliary in tin medicated aldol condensation. A highly enantioselective aldol-type reaction forming various ${\beta}$-hydroxy carbonyl compounds from 3-acetylthiazolidine-2-thione and achiral aldehyde is achieved via divalent tin enolate. The other advantages of these chiral auxiliaries were the ease of removal by methanolysis.

• YAKHAK HOEJI
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• v.41 no.1
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• pp.18-21
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• 1997

Synthesis of an optically active azabicyclo[3.2.1]octane skeleton as a backbone of the tropane alkaloids has been achieved by employing intramolecular Mannich reaction. Utilizat ion of (R)-${\alpha}$-methylbenzylamine as a chiral auxiliary provided an excellent cyclization of amino dioxolane precursor. However, this auxiliary did not afford high asymmertic induction for the preparation of the optically active cyclization precursor.

• Bulletin of the Korean Chemical Society
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• v.27 no.3
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• pp.447-449
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• 2006

• Bulletin of the Korean Chemical Society
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• v.28 no.7
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• pp.1199-1202
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• 2007

• YAKHAK HOEJI
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• v.53 no.3
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• pp.161-164
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• 2009

Synthetic studies directed toward an asymmetric total synthesis of calycotomine, an representative tetrahydroisoquinoline, are described. The application of N-tert-butane sulfinyl chiral auxiliary to the Pictet-Spengler type reaction for the efficient synthesis of tetrahydroisoquinoline skeleton has been also investigated.