217446-39-4Relevant academic research and scientific papers
Enantiodivergent Steglich rearrangement of O-carboxylazlactones catalyzed by a chirality switchable helicene containing a 4-aminopyridine unit
Chen, Chien-Tien,Tsai, Cheng-Che,Tsou, Pei-Kang,Huang, Gou-Tao,Yu, Chin-Hui
, p. 524 - 529 (2016/12/30)
A pseudo-enantiomeric pair of optically switchable helicenes containing a catalytic 4-N-methylaminopyridine (MAP) bottom unit and a C2-symmetric, (10R,11R)-dimethoxymethyl-dibenzosuberane top template was synthesized. They underwent complementa
Probing the efficiency of N-heterocyclic carbene promoted O- to C-carboxyl transfer of oxazolyl carbonates
Thomson, Jennifer E.,Campbell, Craig D.,Concellon, Carmen,Duguet, Nicolas,Rix, Kathryn,Slawin, Alexandra M. Z.,Smith, Andrew D.
, p. 2784 - 2791 (2008/09/20)
(Chemical Equation Presented) Screening of a range of azolium salts, bases and solvents for reactivity indicates that triazolinylidenes, generated in situ with KHMDS in THF, promote the Steglich rearrangement of oxazolyl carbonates with high catalytic efficiency (typical reaction time 5 min at 1.5 mol % NHC). This protocol shows wide substrate applicability, even allowing the efficient generation of vicinal quaternary centers. An improved experimental procedure is also described that allows a simplified one-pot reaction protocol to be employed with similarly high catalytic efficiency.
Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives
Joannesse, Caroline,Simal, Carmen,Concellon, Carmen,Thomson, Jennifer E.,Campbell, Craig D.,Slawin, Alexandra M. Z.,Smith, Andrew D.
experimental part, p. 2900 - 2907 (2009/02/02)
The structural requirements of amidines necessary to act as efficient O- to C-carboxyl transfer agents are delineated and the scope of this process outlined through its application to a range of oxazolyl, benzofuranyl and indolyl carbonates. The Royal Society of Chemistry.
