72012-43-2Relevant articles and documents
Highly enantioselective cyclopropenation reaction of 1-alkynes with α-alkyl-α-diazoesters catalyzed by dirhodium(II) carboxylates
Goto, Takayuki,Takeda, Koji,Shimada, Naoyuki,Nambu, Hisanori,Anada, Masahiro,Shiro, Motoo,Ando, Kaori,Hashimoto, Shunichi
, p. 6803 - 6808 (2011/08/21)
Two rhodium(II) ions work together: [Rh2(S-tbpttl)4] is an exceptionally effective catalyst for enantioselective cyclopropenation reactions of 1-alkynes with α-alkyl-α-diazoacetates (see scheme). Cyclopropenation is preferred over alkene formation through a 1,2-hydride shift. Copyright
Rh-catalyzed intermolecular cyclopropanation with α-alkyl-α- diazoesters: Catalyst-dependent chemo- and diastereoselectivity
Panne, Patricia,DeAngelis, Andrew,Fox, Joseph M.
supporting information; experimental part, p. 2987 - 2989 (2009/04/18)
(Chemical Equation Presented) A Rh-catalyzed procedure for the cyclopropanation of alkenes with α-alkyl-α-diazoesters is described. With dirhodium tetraoctanoate, the predominant pathway is β-hydride elimination. While a number of sterically demanding carboxylate ligands serve to avoid β-hydride elimination, it was found that triphenylacetate (TPA) also imparts high diastereoselectivity.
Stereoselective Carbon-Carbon Bond-Forming Reaction of 1,1-Dibromocyclopropanes via 1-Halocyclopropylzincates
Harada, Toshiro,Katsuhira, Takeshi,Hattori, Kazuhiro,Oku, Akira
, p. 2958 - 2965 (2007/10/02)
Lithium trialkylzincates react efficiently with 1,1-dibromocyclopropanes 5 to give the corresponding alkylation products 7 nonstereoselectively.The reaction proceeds through a 1,2-alkyl migration of the intermediately formed zincate carbenoid 3 in an inve
Stereoselective synthesis of gem-disubstituted cyclopropanes from gem-dibromocyclopropanes
Harada,Katsuhira,Hattori,Oku
, p. 6039 - 6040 (2007/10/02)
The title reaction is realized by utilizing an intramolecular alkylation reaction of zincate carbenoids followed by a Pd (0)-catalyzed coupling reaction with acyl, aryl, and alkenyl halides.