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Description
  • The enantioselective [2+2+2] cycloisomerisation of the aromatic triynes under nickel(0) catalysis to afford nonracemic [6]- and [7]helicene derivatives has been systematically studied. A collection of mono- and bidentate phosphines, phosphites, phosphinites and phosphinous amides possessing stereogenic units such as chiral centre, axis or plane (or their combinations) has been tested and axially chiral binaphthyl-derived monodentate MOP-type phosphine ligands were the optimal class of ligands. Nickel complexes of these ligands afforded nonracemic tetrahydro[6]helicene in up to 64% ee in a model reaction.
  • The enantioselective [2+2+2] cycloisomerisation of the aromatic triynes under nickel(0) catalysis to afford nonracemic [6]- and [7]helicene derivatives has been systematically studied. A collection of mono- and bidentate phosphines, phosphites, phosphinites and phosphinous amides possessing stereogenic units such as chiral centre, axis or plane (or their combinations) has been tested and axially chiral binaphthyl-derived monodentate MOP-type phosphine ligands were the optimal class of ligands. Nickel complexes of these ligands afforded nonracemic tetrahydro[6]helicene in up to 64% ee in a model reaction. (en)
Title
  • Enantioselective [2+2+2] cycloisomerisation of alkynes in the synthesis of helicenes: The search for effective chiral ligands
  • Enantioselective [2+2+2] cycloisomerisation of alkynes in the synthesis of helicenes: The search for effective chiral ligands (en)
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  • Enantioselective [2+2+2] cycloisomerisation of alkynes in the synthesis of helicenes: The search for effective chiral ligands
  • Enantioselective [2+2+2] cycloisomerisation of alkynes in the synthesis of helicenes: The search for effective chiral ligands (en)
skos:notation
  • RIV/00216208:11310/11:10132968!RIV13-MSM-11310___
http://linked.open...avai/predkladatel
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GA203/09/1766), P(LC512), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika
  • 12
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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  • 197434
http://linked.open...ai/riv/idVysledku
  • RIV/00216208:11310/11:10132968
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Asymmetric catalysis.; Chirality; Enantioselectivity; Phosphorus ligands; Nickel catalysis; Cycloisomerisation; Alkynes; Helicenes (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CZ - Česká republika
http://linked.open...ontrolniKodProRIV
  • [F2486E07E938]
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  • Collection of Czechoslovak Chemical Communications
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http://linked.open...v/svazekPeriodika
  • 76
http://linked.open...iv/tvurceVysledku
  • Andronova, Angelina
  • Guiry, Patrick J.
  • Jugé, Sylvain
  • Kollárovič, Adrian
  • Llooyd=Jones, Guy C.
  • Stará, Irena G.
  • Starý, Ivo
  • Vyskočil, Stěpán
http://linked.open...ain/vavai/riv/wos
  • 000299816100038
http://linked.open...n/vavai/riv/zamer
issn
  • 0010-0765
number of pages
http://bibframe.org/vocab/doi
  • 10.1135/cccc2011177
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  • 11310
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