• 대한화학회지
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• 제35권5호
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• pp.589-591
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• 1991

• Bulletin of the Korean Chemical Society
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• 제34권1호
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• pp.75-78
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• 2013

Asymmetric synthesis of (+)-trans-aerangis lactone was achieved from commercially available 1-hexanol or 1-hexanal in four steps via iridium-catalyzed diastereoselective and enantioselective carbonyl crotylation from the alcohol or aldehyde oxidation level, and ruthenium-catalyzed olefin metathesis.

• Bulletin of the Korean Chemical Society
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• 제25권1호
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• pp.133-135
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• 2004

• 공업화학
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• 제25권5호
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• pp.437-446
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• 2014

비고리 알릴아민 화합물의 이중알코올화 반응은 아미노 다이올 구조를 도입할 수 있는 효율적인 합성법으로 아미노 다이올 구조를 포함하는 다양한 생리활성 천연물의 효율적인 합성에 적용될 수 있다. 본 리뷰에서는 기질 그 자체, 혹은 카이랄 리간드를 이용한 다양한 입체선택적 이중알코올화 반응들을 소개하고 이를 실제 천연물의 합성에 적용한 최근의 반응 결과들을 살펴보고자 한다.

• Applied Biological Chemistry
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• 제37권1호
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• pp.25-29
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• 1994

Ethyl acetoacetate를 빵효모가 환원해 생산한 ethyl-(S)-3-hydroxy-butyrate(2a)를 키 랄 출발물질로 하여 수목에 피해를 끼치는 해충인 carpenter bee의 수컷이 분비하는 성 페로몬인 cis-2-methyl-5-hexanolide(1)을 diastereomer로 합성하였다. 역합성적 분석을 통한 합성계획으로부터 T-Goal로 Wittig반응을 잡고 출발물질을 환원하여 얻은 알데히드 4와 triethyl 2-phosphonopropionate(7)을 Horner-Emmons반응시켜 ${\alpha},{\beta}$-불포화 에스테르 5를 얻은 뒤 catalytic hydrogenation과 lactonization을 시켜 carpenter bee 페로몬 1을 전체수율 37%로 쉽고 간단하게 합성하였다.

• 농약과학회지
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• 제3권3호
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• pp.68-70
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• 1999

Hexahydro-1,2-bertzisoxazol-4-ols prepared from the diastereoselective reductions of 3-aryl-3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazol-4-ones were reacted with benzyl chloride in the presence of sodium hydride to give new 4-benzyloxy-3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazoles, which showed good herbicidal activity together with excellent selectivity on rice under submerged paddy conditions.

• 대한화학회지
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• 제33권4호
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• pp.426-430
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• 1989

아미노 알콜에서 합성한 티아졸리딘치온 [4-(S)-IPTT, 4(S)-ETT]은 주석을 매개체로한 알돌 축합반응의 키랄 보조제로 이용되었다. Stannous triflate와 3-아세틸티아졸리딘-2-티온을 반응시켜 얻은 2가주석 엔올레이트를 어키랄 알데히드와 반응시켜 ${\beta}$-하이드록시 카르보닐 화합물을 입체선택적으로 얻었다. 이러한 키랄 보조제는 가메탄올 분해반응으로 쉽게 에스터화 되기 때문에 절대구조 동정을 용이하게 하는 장점도 있었다.

• Archives of Pharmacal Research
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• 제28권2호
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• pp.151-158
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• 2005

Palladium(II)-catalyzed carboxylation of chiral olefins 6a-d has been examined under various conditions. In the weak basic condition ($K_{2}CO_3$), 7a-d were obtained in good yields. Alternatively, in the strong basic condition, pyrrolidinones 8a-d were obtained resulting in excellent yields and with high diastereoselectivity.

• Archives of Pharmacal Research
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• 제28권4호
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• pp.382-390
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• 2005

chial allylic ethers with a hydroxyl group attached to the $\pi-system$ and chlorosulfonyl isocyanate. The enantioselectivity of the CSI reaction with the chiral allylic and benzylic ethers was examined in various solvents and temperatures. Based on these results, it was proposed that the CSI reaction is a competitive reaction of a $S_{N}i$ (retention) and a $S_{N}1$ mechanism (racemization) according to the stability of the carbocation intermediate. This means that there is a greater proportion of retention with the less stable the carbocation intermediate and vise versa.

• 한국자기공명학회논문지
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• 제8권1호
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• pp.62-69
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• 2004

Bicyclolactones obtained from the Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone can undergo various palladium catalyzed cross coupling reactions to afford aryl bicyclolactones. The resulting coupled products can be readily converted into various 3-OH cyclohexenes via lactone ring openings, while those bearing dienyl units underwent highly diastereoselective Diels-Alder cycloadditions with selected dienophiles to funish multiply functionalized polycarbocycles. Bromo-bicyclic diene furnished two different diastereomers endo-form (62%) and exo-form (38%) upon cycloadditions with N-Et maleimide (NEM), and their stereochemistries were identified with NMR.