- ALLENE ETHERS FOR THE CATIONIC CYCLOPENTANNELATION
-
Only allene ethers having a group which is capable of departing as a stable cation participate successfully in the cationic cyclopentannelation reaction.
- Tius, Marcus A.,Ousset, J-B.,Astrab, Donald P.,Fauq, Abdul H.,Trehan, Sanjay
-
-
Read Online
- Synthesis of 3-hydroxy-1-methyl-2-(methylthio)pyrrole from methyl isothiocyanate and prop-2-yn-1-ol
-
A methylated adduct of lithiated 1-(1-ethoxyethoxy)allene and methyl isothiocyanate undergoes intramolecular cyclization in the presence of CuBr to give 3-(1-ethoxyethoxy)-1-methyl-2-(methylthio)pyrrole. The methanolysis of the latter affords 3-hydroxy-1-methyl-2-(methylthio)pyrrole.
- Brandsma,Nedolya,Trofimov
-
-
Read Online
- A convenient synthesis of 4-halo-3-(hydroxymethyl)-2,5-dihydro-1,2- oxaphospholes
-
Several 5-alkyl-2-ethoxy-4-halo-3-(hydroxymethyl)-5-methyl-2-oxo-2,5- dihydro-1,2-oxaphospholes 5a-f were synthesized by a simple and efficient four-step procedure starting from propargyl alcohol.
- Brel, Valery K.
-
-
Read Online
- One-Pot Synthesis of 1-(1-Alkoxyethoxy)allenes
-
A convenient one-pot procedure has been proposed for the preparation of 1-(1-alkoxyethoxy)allenes from alkoxyethenes and prop-2-yn-1-ol with the use of trifluoroacetic acid as highly efficient catalyst for the synthesis of 3-(1-alkoxyethoxy)prop-1-ynes and of the system t-BuOK–DMSO for the isomerization of the latter into allenes.
- Tarasova,Nedolya,Albanov
-
-
Read Online
- Synthesis of Cyclooctatetraenes through a Palladium-Catalyzed Cascade Reaction
-
Reported is a cascade reaction leading to fully substituted cyclooctatetraenes. This unexpected transformation likely proceeds through a unique 8π electrocyclization reaction of a ene triyne. DFT computations provide the mechanistic basis of this surprizing reaction.
- Blouin, Sarah,Gandon, Vincent,Blond, Ga?lle,Suffert, Jean
-
supporting information
p. 7208 - 7211
(2016/07/06)
-
- Direct, catalytic synthesis of carbapenams via cycloaddition/rearrangement cascade reaction: Unexpected acetylenes' structure effect
-
Reactions of acetylenes derived from glyceraldehyde and propargyl aldehyde show remarkable reactivity in Kinugasa cycloaddition/rearrangement cascade process catalyzed by Cu(I) ion. Reactions proceed by formation of a rigid dinuclear copper(I) complex in which each copper ion is coordinated to one or both oxygen atoms in the acetylene molecule and to both triple bonds. It has been demonstrated that one oxygen atom can be replaced by the phenyl ring, which is able to coordinate the copper ion by the aromatic sextet. Kinugasa reactions that proceed in a high yield can also be performed in the presence of a catalytic amount of the copper salt to provide products in an acceptable yield without a decrease of diastereoselectivity.
- Mames, Adam,Stecko, Sebastian,Mikolajczyk, Paulina,Soluch, Magdalena,Furman, Bartlomiej,Chmielewski, Marek
-
supporting information; experimental part
p. 7580 - 7587
(2011/03/17)
-
- Synthesis of 4-substituted-4-(diethylphosphono)-2-methylbuta-2,3-dien-1- oles
-
Several 4-substituted 4-(diethylphosphono)-2-methylbuta-2,3-dien-1-oles 4a-f were synthesized by a simple and efficient three-step procedure starting from acetylene derivatives.
- Brel, Valery K.
-
p. 3869 - 3880
(2007/10/03)
-
- Propiolophenone derivatives
-
Propiolophenone derivatives of the formula STR1 wherein R6 is hydrogen, lower alkyl or a group of the formula STR2 as well as corresponding hydroxy compounds of the formula STR3 wherein R6' is hydrogen, lower alkyl, a group of formula (a), (b), (c), (d) or (e) or a group of the formula exhibit mucosa-protective and/or gastric acid secretion-inhibiting properties, such that they can be used for the control or prevention of illnesses of the gastrointestinal tract, especially against gastric ulcers and/or duodenal ulcers.
- -
-
-
- Styryl ketones
-
Styryl ketones of the formula STR1 wherein R8 and R9 are independently hydrogen or lower alkyl or together represent an additional carbon-carbon bond and R10 is a group of the formula STR2 as well as corresponding compounds of the formula STR3 wherein R10' is a group of formula (a), (b), (d) or (e) or a group of the formula have mucosa-protective and/or gastric acid secretion-inhibiting properties, such that they can be used for the control or prevention of illnesses of the gastrointestinal tract, especially against gastric ulcers or duodenal ulcers.
- -
-
-
- COBALT (II) CHLORIDE CATALYSED ADDITION OF ALCOHOLS ON VINYL ETHERS: A CONVENIENT SYNTHESIS OF MIXED ACETALS
-
Hydroxyl compounds readily add to Vinyl ethers in presence of a catalytic amount of Cobalt (II) Chloride, to give high yields of mixed acetals.
- Igbal, Javed,Srivastava, Rajeev Ranjan,Gupta, Kiran Bala,Khan, M. Amin
-
p. 901 - 906
(2007/10/02)
-
- Long Chain Phenols. Part 17. The Synthesis of 5-resorcinol, 'Cardol monoene,' and of 5-resorcinol Dimethyl Ether, 'Cardol diene' Dimethyl Ether
-
Two unsaturated compounds in the 'cardol' series, an important component phenol from Anacardium Occidentale, have been synthesised. 3,5-Dimethoxybenzaldehyde interacted with OH-protected 6-chlorohexan-1-ol in the presence of lithium to give, after acidic treatment, 1-(3,5-dimethoxyphenyl)heptane-1,7-diol which was hydrogenolysed selectively to 7-(3,5-dimethoxyphenyl)heptan-1-ol.Conversion into the bromide and alkylation of lithio-oct-1-yne gave 5-(pentadec-8-ynyl)resorcinol dimethyl ether which was selectively converted into the 8-(Z)-alkene.Dmethylation with lithium iodide gave 5-resorcinol which was identical to 'cardol monoene'.Reaction of 7-(3,5-dimethoxyphenyl)heptyl bromide with lithium derivative of OH-protected propargyl alcohol, gave after acidic treatment 10-(3,5-dimethoxyphenyl)dec-2-yn-1-ol, the bromide of which with pent-1-ynylmagnesium bromide afforded 5-pentadec-8,11-diynylresorcinol dimethyl ether.Selective hydrogenation yielded 5-resorcinol dimethyl ether identical with the dimethyl ether of 'cardol diene.'
- Baylis, Christopher J.,Odle, Stanley W.,Tyman, John H. P.
-
p. 132 - 141
(2007/10/02)
-
- An approach to the synthesis of C18 tri-insaturated fatty acids.
-
New approaches for the synthesis of cis, trans, trans, octadeca-9,11,13-trienoic acid (I) and its trans, trans, cis isomer (II), starting from the easily available propargyl alcohol are described.
- Petragnani,Brocksom,Gato
-
p. 627 - 634
(2007/10/12)
-