936-91-4Relevant articles and documents
Synthesis of new enantiopure trans-3,4-diaminocaranes from (+)-3-carene
Cimarelli, Cristina,Fratoni, Davide,Palmieri, Gianni
, p. 603 - 608 (2011)
A synthetic strategy to obtain new enantiopure trans-3,4-diaminocaranes derived from (+)-3-carene via a stereoselective methodology is described. The stereoselective preparation of 3,4-α-carene- or 3,4-β-carene-epoxide is followed by a ring opening by sodium azide to obtain the azido-alcohols. Subsequent cyclization affords the corresponding aziridine diastereoisomers, which are converted to azido amines by opening of the aziridine rings by sodium azide and then reduced to the final diamine diastereoisomers. The absolute configurations of the final diamines and of novel intermediates are established by 1H NMR spectra correlated with conformational analysis supported by molecular modeling.
Synthesis of Aminoalkylated Aziridines from (+)-3-Carene
Curlat,Barba,Boldescu,Panekok,Macaev
, p. 269 - 274 (2019)
Aminoalkylated carane-type aziridines were synthesized via epoxidation of (+)-3-carene by H2O2 solution (7%) in EtOAc catalyzed by α-Al2O3 nanoparticles, opening of the epoxide by NaN3, and cyclization of the azidoalcohol by Ph3P followed by condensation of the resulting aziridines with formalin and secondary amines. The cytotoxicity of the aminoalkylated aziridines with heteroorganic substituents increased on going from a five-membered pyrrolidine ring substituent to a six-membered piperidine ring and decreased sharply upon replacing a piperidine by a morpholine ring or increased on going to a piperazine ring. The structures of products were established using IR and NMR spectroscopy and an X-ray crystal structure analysis.
RUTHENIUM COMPLEX AND PRODUCTION METHOD THEREOF, CATALYST, AND PRODUCTION METHOD OF OXYGEN-CONTAINING COMPOUND
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Paragraph 0124-0128, (2021/01/29)
PROBLEM TO BE SOLVED: To provide a ruthenium complex that is particularly useful as a catalyst for oxidizing a substrate having a carbon-hydrogen bond. SOLUTION: The ruthenium complex represented by the general formula (i) or a cis conformer thereof is provided. In the general formula (i), R1 represents H, a phenyl group or a substituted phenyl group; R2 represents H, a phenyl group or an alkyl group; L1 represents halogen or water molecule; L2 represents triphenylphosphine, pyridine, imidazole or dimethylsulfoxide; X represents halogen; and n represents 1 or 2. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT
Carane amino alcohols as organocatalysts in asymmetric aldol reaction of isatin with acetone
Banina,Sudarikov,Nigmatov,Frolova,Slepukhin,Zlotin,Kutchin
, p. 293 - 296 (2017/07/11)
Carane-derived β-amino alcohols with amino and hydroxy groups at positions 3 and 4 differing in their mutual arrangement and configuration were synthesized. Their application as organocatalysts in the asymmetric aldol reaction of isatin with acetone allowed one to obtain adducts with up to 84% enantiomeric excess.