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Description
  • A new concept of a photoremovable chiral auxiliary (PCA), based on the chiral benzoin chromophore, is introduced. This moiety can control the asymmetric formation of a Diels-Alder adduct, and then be removed in a subsequent photochemical step in high chemical and quantum yields. Selective formation of the products at up to 96% ee was observed in the presence of a Lewis acid catalyst in the case of a 2-methoxybenzoinyl chiral auxiliary.
  • A new concept of a photoremovable chiral auxiliary (PCA), based on the chiral benzoin chromophore, is introduced. This moiety can control the asymmetric formation of a Diels-Alder adduct, and then be removed in a subsequent photochemical step in high chemical and quantum yields. Selective formation of the products at up to 96% ee was observed in the presence of a Lewis acid catalyst in the case of a 2-methoxybenzoinyl chiral auxiliary. (en)
Title
  • Photoremovable Chiral Auxiliary
  • Photoremovable Chiral Auxiliary (en)
skos:prefLabel
  • Photoremovable Chiral Auxiliary
  • Photoremovable Chiral Auxiliary (en)
skos:notation
  • RIV/00216224:14310/12:00058035!RIV13-GA0-14310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(ED0001/01/01), P(GA203/09/0748), S, Z(MSM0021622413)
http://linked.open...iv/cisloPeriodika
  • 3
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 158592
http://linked.open...ai/riv/idVysledku
  • RIV/00216224:14310/12:00058035
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Photochemistry; chiral auxiliary; benzoin; photoremovable protecting group (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [46F5BD14C649]
http://linked.open...i/riv/nazevZdroje
  • Photochemical & Photobiological Sciences
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 11
http://linked.open...iv/tvurceVysledku
  • Klán, Petr
  • Kříž, Zdeněk
  • Šebej, Peter
  • Kammath, Viju Balachandran
  • Slanina, Tomáš
http://linked.open...ain/vavai/riv/wos
  • 000300991600008
http://linked.open...n/vavai/riv/zamer
issn
  • 1474-905X
number of pages
http://bibframe.org/vocab/doi
  • 10.1039/C1PP05096F
http://localhost/t...ganizacniJednotka
  • 14310
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