57659-50-4Relevant academic research and scientific papers
Preparation method of 9-azabicyclo [3.3. 1] nonyl-N-oxygen free radical
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Paragraph 0026-0028; 0033-0034, (2021/06/02)
The invention relates to a preparation method of 9-azabicyclo [3.3. 1] nonyl-N-oxygen free radical. The preparation method comprises the following steps: reducing 9-benzyl-9-azabicyclo [3.3. 1] nonyl-3-ketone serving as a raw material in a continuous reac
Preparation method of 2-azanoradamantane-N-Oxyl
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, (2017/06/02)
The invention discloses a preparation method of 2-azanoradamantane-N-Oxyl (Nor-AZADO). The method comprises the following steps: placing acetonedicarboxylic acid, glutaraldehyde and benzylamine in an aqueous hydrophosphate solution, and carrying out condensation and decondensation to obtain 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one; carrying out condensation dehydration on 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one and benzene or benzene ring substituted sulfohydrazide, and adding an alkali to obtain 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt; carrying out refluxing ring closing on the 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt in an organic solvent to obtain N-benzyl-2-azanoradamantane; debenzylating N-benzyl-2-azanoradamantane to obtain 2-azanoradamantane; and oxidizing 2-azanoradamantane by a peroxide oxidant to obtain the Nor-AZADO. The preparation method has the advantages of great increase of the synthesis yield, greenness and environmental protection, high efficiency, low cost, and easiness in industrial large-scale production.
Asymmetric synthesis catalyzed by chiral ferrocenylphosphine transition metal complexes. 10 gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate
Hayashi, Tamio,Sawamura, Masaya,Ito, Yoshihiko
, p. 1999 - 2012 (2007/10/02)
Optically active ferrocenylbisphosphine ligands containing 2-(dialkylamino)ethylamino group on the ferrocenylmethyl position have been prepared and used for the gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate with aldehydes. Six-membered ring amines, such as morpholino or piperidino group, at the terminal of the side chain were most stereoselective to give optically active trans-4- methoxycarbonyl-5-alkyl-2-oxazolines (up to 97% ee) with high enantio- and diastereoselectivity in a quantitative yield.
Long-Lived Trialkylamine Radical Cations Containing Cα-H Bonds in Acyclic Alkyl Groups
Nelsen, Stephen F.,Cunkle, Glen T.
, p. 3701 - 3705 (2007/10/02)
Chemical reversibility is observed in the cyclic voltammogram of 9-neopentyl-9-azabicyclononane (3), allowing measurement of its Eo' value, 0.83 V vs.SCE in acetonitrile.Replacement of the tert-butyl group of 3 by isopropyl or phenyl leads to a much shorter radical cation lifetime, and Eo' could not be reliably measured for the 9-isobutyl or 9-benzyl compounds 6 or 7.The barrier for nitrogen inversion of 3, which must be accompanied by NCH2 rotation, is 12.0 kcal/mol at -10 deg C, 5 kcal/mol higher than the barrier for its 9-ethyl analogue 9.The dihedral angle between Cα-H and the nitrogen p orbital axis in the cation radical is argued to be important in determining cation radical lifetime.Observation of chemical reversibility in the CV of 9-(2-adamantyl)-9-azabicyclononane, 5,required in situ drying of the solvent with alumina, as well as fast scan rates or low temperatures.
