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Search for "quinuclidine" in Full Text gives 31 result(s) in Beilstein Journal of Organic Chemistry.

Mechanochemistry assisted asymmetric organocatalysis: A sustainable approach

  • Pankaj Chauhan and
  • Swapandeep Singh Chimni

Beilstein J. Org. Chem. 2012, 8, 2132–2141, doi:10.3762/bjoc.8.240

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  • traditional stirring proceeds at a slower reaction rate as compared to ball-milling [47]. The transition state (TS 4) for this transformation involves a hydrogen-bonded ternary complex of catalyst and substrates in which two NH groups of the squaramide moiety activate the nitroalkene and the quinuclidine
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Published 06 Dec 2012
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  • aldehydes. Keywords: 4-acryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl; DABCO; Morita–Baylis–Hillman reaction; nitroxides; quinuclidine; Introduction In the Morita–Baylis–Hillman (MBH) reaction, aldehydes react with a double bond activated by an electron-withdrawing group (EWG). The vinylic carbon
  • bearing an EWG undergoes substitution. The reaction is carried out in the presence of either a tertiary amine (e.g., DABCO [2][3][4][5][6], quinuclidine and its derivatives [7][8][9][10][11][12], DBU [13][14], DBN [13], DMAP and its derivatives [4][15][16], urotropine [17], brucine N-oxide [18]) or a
  • obtain a compound bearing both nitroxyl and ferrocenyl moiety) ferrocenyl aldehyde (4o). Two catalytic systems were tested: DABCO, and quinuclidine with methanol as a cocatalyst. The latter system was chosen because it has been described as an excellent rate enhancer for the MBH reaction [9][11
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Published 12 Sep 2012

Organocatalytic asymmetric addition of malonates to unsaturated 1,4-diketones

  • Sergei Žari,
  • Tiiu Kailas,
  • Marina Kudrjashova,
  • Mario Öeren,
  • Ivar Järving,
  • Toomas Tamm,
  • Margus Lopp and
  • Tõnis Kanger

Beilstein J. Org. Chem. 2012, 8, 1452–1457, doi:10.3762/bjoc.8.165

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  • simultaneously coordinates electrophilic unsaturated 1,4-diketone via hydrogen bonding and activates the nucleophilic malonate via the tertiary amine of the quinuclidine moiety. Due to the symmetry of the substrate, there is no regioselectivity problem. A face selection is determined by the different access of
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Published 04 Sep 2012

Cation affinity numbers of Lewis bases

  • Christoph Lindner,
  • Raman Tandon,
  • Boris Maryasin,
  • Evgeny Larionov and
  • Hendrik Zipse

Beilstein J. Org. Chem. 2012, 8, 1406–1442, doi:10.3762/bjoc.8.163

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  • to the respective mono-substituted amine (e.g., NMe2n-Pr (27) with MCA(27) = 552.1 kJ/mol). However, even in systems with linear alkyl substituents unfavorable steric effects appear to exist between the alkyl substituents, and confining the alkyl groups to a bicyclic cage structure as in quinuclidine
  • –N distance in pyridine-trityl adduct (1TT), which amounts to 1.57 Å, can be used. A slightly increased C–N bond length can be found for the TCA-adduct of quinuclidine 53 (1.76 Å), which is in distinct contrast to the structurally similar DABCO. It should be added that all other electrophiles
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Published 31 Aug 2012

Development of the titanium–TADDOLate-catalyzed asymmetric fluorination of β-ketoesters

  • Lukas Hintermann,
  • Mauro Perseghini and
  • Antonio Togni

Beilstein J. Org. Chem. 2011, 7, 1421–1435, doi:10.3762/bjoc.7.166

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  • (tetrafluoroborate); TEDA = triethylenediamine) [27][28][29] marked some important discoveries: First, a new generation of highly enantioselective chiral fluorinating reagents, derived by fluorine transfer [30] from F–TEDA to the quinuclidine portion of cinchona-alkaloids, was introduced by the groups of Cahard [31
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Published 17 Oct 2011

Molecular recognition of organic ammonium ions in solution using synthetic receptors

  • Andreas Späth and
  • Burkhard König

Beilstein J. Org. Chem. 2010, 6, No. 32, doi:10.3762/bjoc.6.32

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Published 06 Apr 2010
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