154150-18-2Relevant articles and documents
N-boc protection of amines with di-tert-butyldicarbonate in water under neutral conditions in the presence of β-cyclodextrin
Somi Reddy,Narender,Nageswar,Rama Rao
, p. 1110 - 1112 (2006)
A new protocol for protection of aryl and aliphatic amines was developed with (Boc)2O in the presence of β-cyclodextrin in water. A catalytic amount of β-cyclodextrin is specific for activation of amines. This procedure works well on a wide variety of both electron-rich and electron-deficient amines. Georg Thieme Verlag Stuttgart.
Bis(4-benzhydryl-benzoxazol-2-yl)methane – from a Bulky NacNac Alternative to a Trianion in Alkali Metal Complexes
Kretsch, Johannes,Kreyenschmidt, Anne-Kathrin,Schillm?ller, Timo,L?kov, M?rt,Herbst-Irmer, Regine,Leito, Ivo,Stalke, Dietmar
supporting information, p. 9858 - 9865 (2021/05/29)
A novel sterically demanding bis(4-benzhydryl-benzoxazol-2-yl)methane ligand 6 (4?BzhH2BoxCH2) was gained in a straightforward six-step synthesis. Starting from this ligand monomeric [M(4-BzhH2BoxCH)] (M=Na (7), K (81)) and dimeric [{M(4-BzhH2BoxCH)}2] (M=K (82), Rb (9), Cs (10)) alkali metal complexes were synthesised by deprotonation. Abstraction of the potassium ion of 8 by reaction with 18-crown-6 resulted in the solvent separated ion pair [{(THF)2K@(18-crown-6)}{bis(4-benzhydryl-benzoxazol-2-yl)methanide}] (11), including the energetically favoured monoanionic (E,E)-(4-BzhH2BoxCH) ligand. Further reaction of 4?BzhH2BoxCH2 with three equivalents KH and two equivalents 18-crown-6 yielded polymeric [{(THF)2K@(18-crown-6)}{K@(18-crown-6)K(4-BzhBoxCH)}]n (n→∞) (12) containing a trianionic ligand. The neutral ligand and herein reported alkali complexes were characterised by single X-ray analyses identifying the latter as a promising precursor for low-valent main group complexes.
Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst
Awasthi, Amardeep,Mukherjee, Anagh,Singh, Mandeep,Rathee, Garima,Vanka, Kumar,Chandra, Ramesh
, (2020/05/14)
An efficient approach for the Chemoselective N-tert-butoxycarbonylation of a variety of amines using diphenylglycoluril as organocatalyst has been described. For the first time, a plausible mechanism for the N-tert-butoxycarbonylation has been proposed using density functional theory (DFT) calculations supported by NMR studies. The reusability of the organocatalyst and observation of the desired N-Boc protected amines being formed without the formation of side products like urea, oxazolidinone, isocyanate, and N, N-di-Boc derivatives makes the present protocol desirable.