32764-94-6Relevant academic research and scientific papers
Enantioselective synthesis of Indolizidines bearing quaternary substituted stereocenters via rhodium-catalyzed [2 + 2 + 2] cycloaddition of alkenyl Isocyanates and terminal alkynes
Lee, Ernest E.,Rovis, Tomislav
supporting information; body text, p. 1231 - 1234 (2009/04/07)
An enantioselective synthesis of Indolizidines bearing quaternary substituted stereocenters by way of a rhodium-catalyzed [2 + 2 + 2] cycloaddition of substituted alkenyl Isocyanates and terminal alkynes Is described. The reaction provides lactam products using aliphatic alkynes, whereas aryl alkynes give rise to vlnylogous amide products. Through modification of the phosphoramldlte llgand, high levels of enantloselectlvlty, regloselectlvlty, and product selectivity are obtained for both products.
Development of a convoluted polymeric nanopalladium catalyst: α-alkylation of ketones and ring-opening alkylation of cyclic 1,3-diketones with primary alcohols
Yamada, Yoichi M.A.,Uozumi, Yasuhiro
, p. 8492 - 8498 (2008/02/09)
A novel solid-phase catalyst of palladium nanoparticles, nano-Pd-V, was prepared from PdCl2 with main-chain viologen polymers via complexation and reduction. This insoluble nanocatalyst nano-Pd-V efficiently promoted α-alkylation of ketones with primary alcohols in the presence of Ba(OH)2·H2O under atmospheric conditions without organic solvents. The nano-Pd-V catalyst was reused without loss of catalytic activity. Ring-opening alkylation of cyclic 1,3-diketones with primary alcohols was also catalyzed by the nano-Pd-V catalyst.
Asymmetric synthesis of spiro 2-pyrrolidin-5-ones, 2-piperidin-6-ones and 1-isoindolin-3-ones. Part 1: N-acyliminium ion cyclisations with an internal arene nucleophile
Bahajaj, Abood A.,Moore, Madeleine H.,Vernon, John M.
, p. 1235 - 1246 (2007/10/03)
A series of chiral non-racemic 5,5- and 5,6-bicyclic lactams is prepared from (R)-phenylglycinol. These are isomerised on treatment with aluminium trichloride in 1,2-dichloroethane to give spiro lactams in high yield and >3:1 diastereoselectivity. From four structures determined by X-ray crystallography, it follows that spiro indenes are formed preferentially with retention of configuration at the spiro carbon atom and spiro naphthalenes with inversion.
THE DOUBLE SIMMONS-SMITH REACTIONS VIA SILATROPIES
Saigo, Kazuhiko,Yamashita, Takashi,Hongu, Akinori,Hasegawa, Masaki
, p. 715 - 722 (2007/10/02)
The cyclopropanation of ethyl 3-trimethylsiloxy-2-alkenoates with the Simmons-Smith reagent, followed by ring cleavage and hydrolysis with an alkali solution, gave the corresponding 3-methyl-4-oxoalkanoic acids and 5-oxoalkanoic acids.
