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Collect. Czech. Chem. Commun. 2000, 65, 729-740
https://doi.org/10.1135/cccc20000729

Stereoconservative Cyanation of [1,1'-Binaphthalene]-2,2'-dielectrophiles. An Alternative Approach to Homochiral C2-Symmetric [1,1'-Binaphthalene]-2,2'-dicarbonitrile and Its Transformations

Peter Kasák and Martin Putala*

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, SK-842 15 Bratislava, Slovak Republic

Crossref Cited-by Linking

  • Long Yang, Zheng Yanling, Xia Ying, Qu Lang, Yang Yuhe, Xiang Haifeng, Zhou Xiangge: Nickel-Catalyzed Synthesis of an Aryl Nitrile via Aryl Exchange between an Aromatic Amide and a Simple Nitrile. ACS Catal. 2022, 12, 4688. <https://doi.org/10.1021/acscatal.2c01029>
  • Dong Zhan, Zhong Dayou, Li Zi-Meng, Liu Wei-Min, Zhao Jing, Liu Wen-Bo: Palladium-Catalyzed Stereospecific Coupling of BINOL-bistriflates and Zinc Cyanide and Applications in the Synthesis of 1,1′-Binaphthyl-2,2′-bisoxazolines (BOXAX). Synlett 2022, 33, 1837. <https://doi.org/10.1055/a-1892-4443>
  • Sato Yasuhiro, Kawata Yuichi, Yasui Shungo, Kayaki Yoshihito, Ikariya Takao: New Bifunctional Bis(azairidacycle) with Axial Chirality via Double Cyclometalation of 2,2′-Bis(aminomethyl)-1,1′-binaphthyl. Molecules 2021, 26, 1165. <https://doi.org/10.3390/molecules26041165>
  • Hoshi Takashi, Katano Masayoshi, Nozawa Eiji, Suzuki Toshio, Hagiwara Hisahiro: Resolution-free route to chiral 2,2′-bis(pyridin-2-yl)-1,1′-binaphthyl ligand: photochemical CpCo(CO)2-mediated cycloaddition of enantiopure 2,2′-dicyano-1,1′-binaphthyl with diynes. Tetrahedron Letters 2004, 45, 3489. <https://doi.org/10.1016/j.tetlet.2004.02.155>
  • Hoshi Takashi, Nozawa Eiji, Katano Masayoshi, Suzuki Toshio, Hagiwara Hisahiro: Practical synthetic protocols of enantiopure 1,1′-binaphthyl-2,2′-dicarboxylic acid and 2,2′-dicyano-1,1′-binaphthyl starting from optically active dibromide precursor. Tetrahedron Letters 2004, 45, 3485. <https://doi.org/10.1016/j.tetlet.2004.02.156>
  • Kasák Peter, Putala Martin: Elaboration of a novel effective approach to enantiopure functionalised 2,2′-dialkyl-1,1′-binaphthyls by stereoconservative cross-couplings at positions 2 and 2′. Tetrahetron Lett 2004, 45, 5279. <https://doi.org/10.1016/j.tetlet.2004.05.016>
  • Kasák P, Mikláš R, Putala M: Study on the synthesis of nonracemic C2-symmetric 1,1′-binaphthyl-2,2′-diyl bridged ferrocene. Stereochemical result of the cross-coupling reactions controlled by Pd(II) or Pd(IV) complex intermediacy. J Organomet Chem 2001, 637-639, 318. <https://doi.org/10.1016/S0022-328X(01)00926-3>
  • Kasak Peter, Putala Martin: ChemInform Abstract: Stereoconservative Cyanation of [1,1′‐Binaphthalene]‐2,2‐dielectrophiles. An Alternative Approach to Homochiral C2‐Symmetric [1,1′‐Binaphthalene]‐2,2′‐dicarbonitrile and Its Transformations. ChemInform 2000, 31. <https://doi.org/10.1002/chin.200039090>