5452-60-8Relevant academic research and scientific papers
Unexpected metal-free transformation of gem-dibromomethylenes to ketones under acetylation conditions
Kimura, Rino,Sawayama, Yusuke,Nakazaki, Atsuo,Miyamoto, Kazunori,Uchiyama, Masanobu,Nishikawa, Toshio
, p. 1035 - 1041 (2015/03/31)
Novel conditions for the transformation of gem-dibromomethylenes to ketones are described. gem-Dibromo compounds were treated with acetic anhydride and triethylamine in dichloromethane/water at room temperature under an air atmosphere to give the corresponding ketones in moderate yields. A radical mechanism is proposed based on experimental results.
The catalytic asymmetric Fischer indolization
Mueller, Steffen,Webber, Matthew J.,List, Benjamin
, p. 18534 - 18537 (2012/01/31)
The first catalytic asymmetric Fischer indolization is reported. In the presence of a 5 mol % loading of a novel spirocyclic chiral phosphoric acid, 4-substituted cyclohexanone-derived phenylhydrazones undergo a highly enantioselective indolization. Efficient catalyst turnover was achieved by the addition of a weakly acidic cation exchange resin, which removes the generated ammonia. The reaction can be conducted under mild conditions and gives various 3-substituted tetrahydrocarbazoles in generally high yields.
Samarium(II) iodide-induced tandem reductive coupling-Dieckmann condensation reaction: One-step synthesis of bicyclic oxacyclopentanecarboxylate from bis-α,β-unsaturated esters
Shinohara, Ikuo,Okue, Masayuki,Yamada, Yasuji,Nagaoka, Hiroto
, p. 4649 - 4652 (2007/10/03)
The tandem cyclization of bis-α,β-unsaturated esters with SmI2-Sm-THF in the presence of catalytic amount of methanol was found to stereoselectively provide bicyclo[4.3.0]nonan-8-ones and bicyclo[3.3.0]octan-3-ones.
Stereoselectivity and mechanism in the electrohydrodimerisation of esters of cinnamic acid
Fussing, Ingrid,Guellue, Mustafa,Hammerich, Ole,Hussain, Abid,Nielsen, Merete Folmer,Utley, James H. P.
, p. 649 - 658 (2007/10/03)
Rate constants (kobs) and reaction orders have been determined for the cathodic reduction in DMF solution of 11 cinnamiic acid esters including some derived from chiral alcohols and a dicinnamate derived from trans-cyclohexane-1,2-diol.The cinn
