171037-01-7Relevant articles and documents
Reactions of amino alcohols in superacid: the direct observation of dicationic intermediates and their application in synthesis.
Klumpp,Aguirre,Sanchez Jr.,de Leon
, p. 2781 - 2784 (2001)
[reaction: see text]. The chemistry of amino alcohols has been studied in superacidic media, and these compounds have been found to ionize cleanly to the dication intermediates. Several dicationic species have been directly observed by low-temperature 13C NMR, including those from epinephrine (adrenaline) and synephrine. Amino alcohols react (70-99% yields) with C6H6 in triflic acid (CF3SO3H) by electrophilic aromatic substitution.
Bifunctional iminophosphorane organocatalysts for enantioselective synthesis: Application to the ketimine nitro-Mannich reaction
Nunez, Marta G.,Farley, Alistair J. M.,Dixon, Darren J.
supporting information, p. 16348 - 16351 (2013/12/04)
The design, synthesis, and development of a new class of modular, strongly basic, and tunable bifunctional Bronsted base/H-bond-donor organocatalysts are reported. These catalysts incorporate a triaryliminophosphorane as the Bronsted basic moiety and are readily synthesized via a last step Staudinger reaction of a chiral organoazide and a triarylphosphine. Their application to the first general enantioselective organocatalytic nitro-Mannich reaction of nitromethane to unactivated ketone-derived imines allows the enantioselective construction of β-nitroamines possessing a fully substituted carbon atom. The reaction is amenable to multigram scale-up, and the products are useful for the synthesis of enantiopure 1,2-diamine and α-amino acid derivatives.
Preparation of chiral oxazolidin-2-ones and vicinal amino alcohols
Takacs,Jaber,Vellekoop
, p. 2742 - 2748 (2007/10/03)
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