• Journal of the Korean Chemical Society
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• v.48 no.1
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• pp.115-118
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• 2004

• Journal of the Korean Chemical Society
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• v.36 no.1
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• pp.125-130
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• 1992

Stereoisomers of trifluoroethylmandelate(mandelic acid trifluoroethylester) were synthesized from each isomer of mandelic acid and trifluoroethanol with p-toluene sulfonic acid in order to study the enantioselectivity of lipase in organic solvent. The products were identified by $^1H$ NMR and elemental analysis and their physical properties such as melting point, densities and specific optical rotations($[{\alpha}]_{25}{^D}$) were also characterized. $[{\alpha}]_{25}{^D}$ of (+)- and (-)-trifluoroethylmandelate were +74° and -75.4°, respectively. The trifluoroethylmandelate was found out to be as a good substrate for the transesterfication stereoselectivity of lipases in organic solvent. Any significant difference of the lipase catalyzed transesterification activity between (+)- and (-)-methylchloropropionate was not found, and even lipase activity of transesterfication was not found with high optical polar (+)-and (-)-methylmandelate.

• Journal of the Korean Chemical Society
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• v.52 no.3
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• pp.338-340
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• 2008

• Journal of the Korean Chemical Society
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• v.47 no.4
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• pp.412-416
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• 2003

• Journal of the Korean Chemical Society
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• v.46 no.3
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• pp.225-228
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• 2002

Poly-o-toluidine (POT) was chemically and electrochemically synthesized for the study of the electronic and steric effect of methyl substituents. It was found that the steric effect was dominant in POT. The IP 4.95 eV, EA 3.24 eV, Eg 1.71 eV of POT were found by the CV (Cyclic Voltammetry) and CCPSA (Constant Current Potentiometric Stripping Analysis).

• The Microorganisms and Industry
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• v.20 no.1
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• pp.23-27
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• 1994

본고에서는 화학적수법으로 다양한 특이한 기질을 제조하여 여기에 입체특이적 성질(stereospecificity)과 입체선택적 성질(steroselectivity)이 높은 생물학적 방법들 중에서 주로 lipase를 이용한 부제가수분해반응(asymmetric hydrolysis)과 그 역반응인 에스테르화반응(esterification)등을 도입한 chiral building block의 제조와 이를 이용한 곤충 생리활성물질인 pheromone의 합성에 대한 최근의 많은 예들중 상품화를 시도하고 있는 매미나방의 pheromne인 (+)-disparlure에 대하여 간단히 소개하고자 한다.

• Journal of the Korean Chemical Society
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• v.40 no.5
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• pp.357-364
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• 1996

Stereochemistries of acetoxy 1,3-oxathiolane 1 were determined by two methods. First, the structures of $\alpha$ isomer 7 and $\beta$ isomer 9 were confirmed by the difference of their conversion rates to dihydrooxathiin 2 under acid catalysis. When the acetoxy leaving group is located in trans relationship to sulfur, a isomer in which carboxanilide is less hindered sterically against the 1,3-oxathiolane ring is $\beta$ isomer 7, and the other isomer of which the reaction rate is slower than 7 is $\beta$ isomer 9. Second, in the deuterium reactions of diastereomeric sulfoxides, the isomers of which methine hydrogen is substituted to deuterium were cis isomers 15 and 17, and another isomers of which methyl hydrogen is substituted to deuterium were trans isomers 16 and 18. Substitution of either methine or methyl hydrogen to deuterium resulted from stereospecific ring opening followed by recyclization by [2,3] sigmatropic rearrangement.

• Journal of the Korean Chemical Society
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• v.34 no.2
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• pp.159-164
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• 1990

Absolute configuration of optically active [Co(EDDS)]- (EDDS = ethylenediaminedisuccinate) complex was determined as Λ-form by octant rule and spectroscopic data, and the stereoselective ionic association of Λ-[Co(EDDS)]- and racemic-$[Co(en)^3]_{3+}$ occurs preferrentially between Λ$-[Co(EDDS)]-$ and Δ$-[Co(en)3]3+$. The stereoselective electron-transfer reaction between Λ-[Co(EDDS)]- and racemic-$[Co(en)_3]^{2+}$ has produced 14% e.e (e.e = enantiomeric excess) of Δ$[Co(en)_3]^{3+}$ through the stereoselective ion pairing.

• Journal of the Korean Chemical Society
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• v.32 no.6
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• pp.588-592
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• 1988

A chiral recognition was observed in aminolysis of 3-acyl-4(S)-isopropyl-1,3-thiazolidine-2-thione by racemic amine to give an optically active amide (S-excess) and amine (R-excess). This procedure can be applied to synthesis of macrocyclic diamide macrocyclic spermidine alkaloid, and peptide. The rate of this aminolysis is remarkably affected by steric surrounding; completion of reaction can be easily judged by the disappearance of the original yellow color of 4(S)-AITT. These features of the aminolysis suggested a potential recognition racemic amines by a chiral 4 (S)-AITT derivative. Thus 4 (S)-AITT was synthesized from 4 (S)-isopropyl-1, 3-thiazolidine-2-thione and carboxylic acids.

• Journal of the Korean Chemical Society
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• v.32 no.3
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• pp.163-170
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• 1988

The MNDO calculations were performed on the various rotamers of N-methyl formamide, N,N-dimethyl formamide, N-methyl acetamide, and N,N-dimethylacetamide in order to investigate the contribution of the one-electron and the steric effect on their rotational barriers about the C-N bond. Results show that while the conformational stabilities of formamides depend mainly on the one-electron factor, those of acetamides depend mainly on the steric factor. According to results obtained by calculations on the rotational barriers about C-N bond, for N-monosubstituted amides the steric effect is larger in the rotational ground state than in the transition state and for N,N-disubstituted amides the steric effect is larger in the rotational transition state.