• 제목/요약/키워드: Allylic Alcohol

검색결과 28건 처리시간 0.019초

A Simple One-Step Synthesis of Alkylation Product from Cyclic Allylic Alcohol and Resorcinol

  • Baek, Seung-Hwa;Kim, Young-Ok
    • Archives of Pharmacal Research
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    • 제15권4호
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    • pp.304-308
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    • 1992
  • The alkylation of resorcinol with cyclic allylic alcohol in non-aqueous acid medium gives intermolecular Friedel-Craft compounds. The products are primary alkylation products. The likage always occurs between carbon 3 of cyclic allylic alcohol and the position 2, 4, 5 or 6 of the resorcinol.

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Catalytic Isomerization of Allyic Alcohols to Carbonyl Compounds with Rh(ClO$_4$)(CO)(PPh$_3)_2$ and [Rh(CO)(PPh$_3)_3$]ClO$_4$

  • 신종식;박정한;김충일
    • Bulletin of the Korean Chemical Society
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    • 제10권1호
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    • pp.102-103
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    • 1989
  • Four coordinated rhodium(Ⅰ) complexes, Rh($ClO_4$)(CO)$(PPh_3)_2$ and [$Rh(CO)(PPh_3)_3$]$ClO_4$(2) catalyze the iosmerization of allylic alcohols to the corresponding carbonyl compounds at room temperature under nitrogen. The isomerization is faster with 2 than with 1, which is understood in terms of relative ease of the last step of the catalytic cycle, the reductive elimination of enol. Relative rates of the isomerization with 1 and 2 for different allylic alcohols are also explained by the relative ease of the enol elimination step in part. The first step of the catalytic cycle, the complex formation of the allylic alcohol through the ${\pi}-system$ of the olefinic group of the allylic alcohol and the following step, formation of hydridoallyl complex also seem to affect the overall rate of the isomerization.

(C4H4N2H)2Cr3O10에 의한 알코올들의 산화반응과 반응속도 연구 (A Study for Kinetics and Oxidation Reaction and Alcohols by (C4H4N2H)2Cr3O10)

  • 박영조;심재호
    • 문화기술의 융합
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    • 제10권6호
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    • pp.781-788
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    • 2024
  • (C4H4N2H)2Cr3O10을 제조하여, 원소분석, IR, UV-Vis, 열무게-시차열분석, TG-DTA-TMA system 등으로 착물의 구조 및 특성을 확인하였다. 여라 가지 용매에서 (C4H4N2H)2Cr3O10을 이용한 벤질 알코올의 산화 과정을 실험한 결과, 용매들의 유전상수 값이 증가함에 따라 산화반응이 증가하였다. 또한 CH2Cl2 용매 하에서 (C4H4N2H)2Cr3O10을 이용한 알코올들의 산화 과정을 실험한 결과, benzylic alcohol, allylic alcohol, saturated primary alcohol, secondary alcohol들을 알데히드 혹은 케톤(70% ~ 96%)으로 전환시키는 효율적인 산화제였다. CH2Cl2 용매 하에서 (C4H4N2H)2Cr3O10을 알코올 혼합물들의 산화 과정을 측정한 결과, secondary alcohol의 존재하에서, benzylic alcohol, allylic alcohol, saturated primary alcohol을 선택적으로 산화(10% ~ 96%) 시켰다. 산(HCl) 촉매를 첨가 후, DMF 용매 하에서, (C4H4N2H)2Cr3O10은 벤질 알코올과 그 치환체들을 효율적으로 산화시켰다. Hammett 반응상수(ρ) 계산 결과 -0.70(303K)를 나타내었다. 본 연구에서 알코올의 산화반응은 속도결정단계에서 수소화 전이가 일어났다.

Stereoselective Synthesis of L-Deoxyaltronojirimycin from L-Serine

  • Rengasamy, Rajesh;Curtis-Long, Marcus J.;Ryu, Hyung-Won;Oh, Kyeong-Yeol;Park, Ki-Hun
    • Bulletin of the Korean Chemical Society
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    • 제30권7호
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    • pp.1531-1534
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    • 2009
  • (2S,3R)-3-Hydroxy-2-(hydroxymethyl)-3,6-dihydro-2H-pyridine 8, an important precursor for the synthesis of polyhydroxylated piperidine azasugars, has been prepared from L-serine. Highly stereoselective nucleophilic addition to amino aldehyde 5 gave the corresponding allylic alcohol 6 which proceeded to give dihydro-2H-piridine 7a via a Grubbs II catalyzed RCM. Stereoselective H-bond directed epoxidation of allylic alcohol led to the oxiranyl alcohol 9 which was easily converted to L-deoxyaltronojirimycin by regioselective ring opening.

Allylic fluorination

  • Park, Oee-Sook;Son, Hoe-Joo;Lee, Woo-Young
    • Archives of Pharmacal Research
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    • 제10권4호
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    • pp.239-244
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    • 1987
  • An efficient and inexpensive method for the substitution of allylic hydroxyl group with fluoride, without allylic rearrangement, and elimination was developed. This method consists of treating an allylic alcohol with methylithium, followed by p-toluene sulfonyl fluoride, lithium fluoride and 12-Crown-4. This methodology was proved to be efficient by preparting geranyl fluoride, neryl fluoride, cinnamyl fluoride, E, E-farnesyl fluoride, retinyl fluoride and 4-fluoro-2-methyl-6-(ptolyl)-2-heptene.

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