25798-60-1Relevant academic research and scientific papers
Sequential Acylation/Silylation/Hetero-Claisen Rearrangement of Nitroalkanes for the Synthesis of Protected Hydroxyoxime Derivatives
Antonova, Yulia A.,Ioffe, Sema L.,Sukhorukov, Alexey Yu.,Tabolin, Andrey A.
, p. 3197 - 3213 (2021/06/25)
Sequential acylation-silylation of nitroalkanes leads to O-silylated α-acyloxyoximes in high yields. The first step of the reaction involves deprotonation of nitro compound with sodium hydride promoted by DBU or alcohol/15-crown-5 system followed by treat
Intermolecular heck-type coupling of aryl iodides and allylic acetates
Mariampillai, Brian,Herse, Christelle,Laufens, Mark
, p. 4745 - 4747 (2007/10/03)
(Chemical Equation Presented) A palladium-catalyzed arylation of allylic acetates followed by β-acetoxy elimination was shown to produce Heck-type coupling products. Optimal reaction conditions employed ligand-free palladium on carbon in the presence of tetrabutylammonium chloride, a trialkylamine base, and water.
Palladium-catalyzed coupling reaction of alkenylgalliums with aryl halides
Mikami, Satoshi,Yorimitsu, Hideki,Oshima, Koichiro
, p. 1137 - 1139 (2007/10/03)
Treatment of aryl halides with alkenylgallium dichloride, prepared from GaCl3 and alkenylmagnesium bromide, in the presence of a catalytic amount of palladium provided cross-coupling products in good yields.
THE REACTION OF BENZYLTRIPHENYLARSONIUM YLIDES WITH ALDEHYDES. A NOTE ABOUT THE MECHANISM OF THE WITTIG REACTION.
Broos, Rene,Anteunis, Marc J. O.
, p. 271 - 280 (2007/10/02)
The products and stereochemistry of the reaction of the benzyltriphenyl arsonium ylide with benzaldehyde and acetaldehyde both in the presence of lithium salts and under salt-free conditions are studied by 1H NMR at 360 MHz.The stereochemistry is discussed in view of recent developments in the mechanistic interpretation of the Wittig and Johnson-Corey-Chaykovsky reaction.
6- and 8?-Ringschlussreaktionen von 2-Oxaheptatrienyl-Dipolen: Synthese von 3-Vinyl-2,3-dihydrofuranen und 2,3(6,7)-Dihydrooxepinen
Eberbach, Wolfgang,Trostmann, Uwe
, p. 2979 - 3003 (2007/10/02)
The thermally induced ring expansion reactions of several butadienyloxiranes are described.The 3(E)-configurated epoxytrienes 11 are transformed predominantly into cis-3-vinyl-2,3-dihydrofurans 15, the trans-isomers 16 being formed as a minor component only with the derivatives a, c, and h.In contrast, thermolysis of the 3(Z)-butadienyloxiranes 12 leads always to a mixture of fivemembered ring products (15/16) and, additionally, dihyrooxepins (17 and 29, resp.).As mechanism of the ring expansion reactions a multistep sequence is proposed with 2-oxaheptatrienyl dipoles as intermediates, which undergo electrocyclisation with participation of either six or eight electrons leading to dihydrofurans and dihydrooxepins, resp.With relation to 1,7-cyclisation reactions of other extended dipole systems the importance of the stereochemistry in the starting materials is emphasised.
