- SYNTHESIS OF SOME DERIVATIVES OF CYCLOHEXANECARBOXYLIC ACID AND THEIR MESOMORPHOUS CHARACTERISTICS.
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The cis- and trans-4-(4-methoxyphenyl)cyclohexane-1-carboxylic, cis-4-(4-methoxyphenyl)-cis-2-methylcyclohexane-1-r-carboxylic, and trans-4-(4-methoxyphenyl)-trans-2-methylcyclohexane-1-r-carboxylic acids and their 4-cyanophenyl esters were obtained.Unlik
- Bezborodov, V. S.
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p. 1148 - 1152
(2007/10/02)
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- THE PREPARATION AND REACTIONS OF DIENOL ETHER AND DIENOL ESTER DERIVATIVES OF HAGEMANN'S ESTER AND ITS t-BUTYL ANALOGUE
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The efficient conversion of Hagemann's ester and its t-butyl analogue into dienol ethers and dienol esters, and reactions of the derived dienolates with electrophiles is described.
- Baker, Murray V.,Ghitgas, Christine,Haynes, Richard K.,Hilliker, Audrey E.
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p. 1625 - 1628
(2007/10/02)
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- The Preparation of Ethyl and Isopropyl Dienol Ethers and Dienol Pivalate Esters from Hagemann's Ester and its t-Butyl Analouge, and the Reactions of the Derived Ester Dienolates with Electrophiles
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The preparation of ethyl 4-ethoxy-2-methylcyclohexa-1,3-diene-1-carboxylate, ethyl 4-isopropoxy-2-methylcyclohexa-1,3-diene-1-carboxylate, t-butyl 4-isopropoxy-2-methylcyclohexa-1,3-diene-1-carboxylate, ethyl 4-(t-butylcarbonyloxy)-2-methylcyclohexa-1,3-diene-1-carboxylate, and t-butyl 4-(t-butylcarbonyloxy)-2-methylcyclohexa-1,3-diene-1-carboxylate from Hagemann's ester and its t-butyl analogue in the presence of diethyl or diisopropyl sulfates and sodium hydride in dimethyl sulfoxide, or pivaloyl chloride and N,N,N',N'-tetramethylethylenediamine in tetrahydrofuran is described.The foregoing dienol ethers and esters are smoothly deprotonated by lithium diisopropylamide in tetrahydrofuran at -78 deg C to give corresponding ester dienolates, which react regiospecifically with a number of electrophiles, either α or γ to the alkoxycarbonyl group of the dienol ether or ester.A number of the products, which are generally obtained in good yields, have been hydrolysed to Hagemann's ester dirvatives substituted exclusively at C 1.
- Baker, Murray V.,Ghitgas, Christine,Haynes, Richard K.,Hilliker, Audrey E.,Lynch, Gregory J.,et al.
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p. 2037 - 2058
(2007/10/02)
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