- Migration 1,2 d'un groupe trimethylsilyle au niveau d'un cation vinylique: synthese de dienes conjugues silyles a partir de bis(trimethylsilyl)-1,4 alcynes-2
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Alkyl α-substituted 1,4-bis(trimethylsilyl)-2-alkynes react with electrophilic reagents to give silylated conjugated dienes, which result from a 1,2-shift of a trimethylsilyl group to a vinylic cationic center.
- Pornet, J.
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- An unprecedented dimerization of 1,2,3-butatriene catalyzed by palladium complexes
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Dehydrogenative dimerization of (Z)-1,4-bis(trimethylsilyl)-l,2,3- butatriene was catalyzed by Pd complexes in the presence of allyl halides to give predominantly an acyclic conjugated enyne, while addition of methylaluminoxane (MAO) instead of allyl hali
- Suzuki, Noriyuki,Tezuka, Hidekazu,Fukuda, Yoshiyuki,Yoshida, Hajime,Iwasaki, Masakazu,Saburi, Masahiko,Tezuka, Meguru,Chihara, Teiji,Wakatsuki, Yasuo
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- Formation and ring-opening of 8-oxabicyclo[3.2.1]oct-6-en-3-ones from (4+3)-cycloaddition of furan and chlorocyclopentanone derivatives
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During the course of studying an ene reaction of an oxyallylic cation derived from a 2-chlorocyclopentanone system, the reactive species was found to undergo quite facile (4+3)-cycloadditions with furans. Moreover, the (4+3)-cycloadducts derived from fura
- Gao, Xuefeng,Harmata, Michael
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- Synthesis of silylallene glycosides and diene diglycosides by C-glycosidation of D-glucal with 1,4-bis(trimethylsilyl)-2-butyne
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(Chemical Equation Presented) Silylmethylallenyl glycosides, symmetrical and unsymmetrical diene glycosides, were synthesized by C-glycosidation with 1,4-bis(trimethylsilyl)-2-butyne in good yield. The nature of the product is controlled by the choice of Lewis acid, BF3·OEt2, or SnCl4. The efficient construction of unsymmetrical diene glycosides was achieved in one pot on the basis of the order of addition of sugar starting materials.
- Saeeng, Rungnapha,Isobe, Minoru
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- Synthesis and structure of seven-membered metallacycloalkynes
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Seven-membered metallacycloalkyne compounds were synthesized. The reaction of the zirconocene-ethylene complex and (Z)-1,4-bis(trimethylsilyl)buta-1,2,3- triene gave a mixture of 1-zirconacyclopent-3-yne and 1-zirconacyclohept-3-yne. In contrast, zirconocene-alkyne complexes, such as those of 1-(trimethylsilyl) prop-1-yne and diphenylacetylene, gave 1-zirconacyclohept-2-en-5-yne in good yields. Consideration of structural parameters suggests that both a seven-membered cyclic alkyne and a five-membered structure contribute to generation of this complex. Coupling of benzyne and [3]cumulenes on a metal was also found to afford the corresponding metallacycles. Seven-membered metallacycloalkyne compounds were synthesized and structurally characterized. Zirconocene-alkyne complexes, such as those of 1-(trimethylsilyl)prop-1-yne and diphenylacetylene reacted with [3]cumulene to give 1-zirconacyclohept-2-en-5-yne in good yields. Coupling of benzyne and [3]cumulenes on the metal also gave the corresponding metallacycles. Copyright
- Suzuki, Noriyuki,Tsuchiya, Takashi,Aihara, Naoto,Iwasaki, Masakazu,Saburi, Masahiko,Chihara, Teiji,Masuyama, Yoshiro
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p. 347 - 356
(2013/03/14)
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- DTBB-Catalysed Lithiation of 1,4-Dichloro-2-butyne Under Barbier Conditions: Synthesis of Functionalised Alkynes
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The reaction of 1,2-dichloro-2-butyne (1) with an excess of lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 2,5 molpercent) in the presence of an electrophile in THF
- Guijarro, Albert,Yus, Miguel
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p. 231 - 234
(2007/10/02)
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- Synthesis of 2,3-disubstituted 1,3-butadienes from organotin precursors and butadienyllithium reagents. Diels-alder reactivity
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1,4-Bis(trimethylstannyl)-2-butyne (1) and 2,3-bis(trimethylstannyl)-1,3-butadiene (2), versatile synthons for the 2,3-dianion of 1,3-butadiene, have been prepared from either 1,4-dichloro-2-butyne or 2,3-dichloro-1,3-butadiene by reaction with 2 equiv of
- Reich, Hans J.,Reich, Ieva L.,Yelm, Kenneth E.,Holladay, Johnathan E.,Gschneidner, David
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p. 6625 - 6635
(2007/10/02)
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- BISTRIMETHYLSILYL-1,4 BUTYNE-2 : UN NOUVEAU REACTIF POUR LA SYNTHESE DE SILANES α-ALLENIQUES MONOFONCTIONNELS ET DE DIENES CONJUGUES BIFONCTIONNELS.
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1,4-Bistrimethylsilyl-2-butyne reacts with acetals, in the presence of titanium tetrachloride, to produce either functional α-allenyltrimethylsilanes (monoreaction) or difunctional conjugated dienes (direaction).
- Pornet, Jacques,Kolani, N'Baneyape
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p. 3609 - 3610
(2007/10/02)
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