Organocatalytic asymmetric vinylogous addition to quinones - formation of optically active alpha-aryl ketones

Chemical Communications : Chem Comm
José AlemánKarl Anker Jørgensen

Abstract

The first organocatalytic addition of dicyanoalkylidenes to quinones catalyzed by Cinchona alkaloids leading to formation of 1,4-diketone derivatives with high diastereomeric ratios (up to >98 : <2 dr) and enantioselectivities (up to 99% ee) has been developed; the optically active compounds obtained are useful for a number of transformations, e.g. the synthesis of optically active alpha-aryl ketones.

References

Feb 26, 2005·Organic & Biomolecular Chemistry·Jayasree Seayad, Benjamin List
Aug 18, 2005·Journal of the American Chemical Society·Thomas B PoulsenKarl Anker Jørgensen
Dec 17, 2005·Organic & Biomolecular Chemistry·Thomas B PoulsenKarl Anker Jørgensen
Jul 1, 2006·The Journal of Organic Chemistry·Mark BellKarl Anker Jørgensen
Sep 6, 2006·Angewandte Chemie·Thomas B PoulsenKarl Anker Jørgensen
Jan 3, 2007·Drug Discovery Today·Matthew J GauntNgoc T Vo
Jan 11, 2007·Journal of the American Chemical Society·Thomas B PoulsenKarl Anker Jørgensen
May 25, 2007·Angewandte Chemie·José AlemánKarl Anker Jørgensen
May 26, 2007·Angewandte Chemie·José AlemánKarl Anker Jørgensen
May 29, 2007·Chemical Communications : Chem Comm·Barbara Niess, Karl Anker Jørgensen
Sep 27, 2007·Chemical Communications : Chem Comm·José AlemánKarl Anker Jørgensen

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Citations

Mar 26, 2011·Chemical Reviews·Giovanni CasiraghiFranca Zanardi
Jul 21, 2009·Chemical Communications : Chem Comm·Hai-Lei Cui, Ying-Chun Chen
Oct 23, 2015·Angewandte Chemie·Peter VertesaljaiAlexander J Grenning
Nov 13, 2015·Journal of the American Chemical Society·Ye-Hui ChenBin Tan
Jun 18, 2015·Chemical Communications : Chem Comm·Guofeng LiRui Wang
Jun 5, 2013·Organic Letters·Łukasz AlbrechtKarl Anker Jørgensen
Oct 17, 2013·Journal of the American Chemical Society·Takuya HashimotoKeiji Maruoka
Jan 11, 2017·The Journal of Organic Chemistry·Junjun FengJin-Pei Cheng
Jun 24, 2016·Organic & Biomolecular Chemistry·Basavaprabhu HosamaniIrishi N N Namboothiri
Jul 14, 2016·Organic & Biomolecular Chemistry·Jasneet KaurSwapandeep Singh Chimni
Aug 13, 2015·Chemical Communications : Chem Comm·Junjun FengJin-Pei Cheng
Jan 27, 2009·Chemical Society Reviews·Claudio PalomoRosa López
Apr 25, 2014·Organic & Biomolecular Chemistry·Christoph Schneider, Falko Abels
May 21, 2014·Organic & Biomolecular Chemistry·Xiao-Fei HuangXing-Wang Wang
Nov 18, 2016·Organic & Biomolecular Chemistry·Primali V Navaratne, Alexander J Grenning
Jun 28, 2019·The Journal of Organic Chemistry·Marta RomaniszynŁukasz Albrecht

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