2009
DOI: 10.1134/s1070428009070057
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Cage-like amines in the synthesis and oxidation of camphor-10-sulfonic acid amides

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Cited by 14 publications
(5 citation statements)
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“…The structures of synthesized heterocycles 11a-s were confirmed by their IR and 1 H NMR and 13 C NMR spectra. Key signals in the 1 H NMR spectra of new compounds are singlet and doublet ( 3 J 3,10 3.4-5.1 Hz) of the trans-oriented protons H 2 and H 3 (3.25-3.89 and 3.92-4.42 ppm) in norbornane subunit [4,7,8,33]. Resonance of methylene protons in ethyl group is notable in spectra of compounds 11b-h.…”
Section: Resultsmentioning
confidence: 99%
“…The structures of synthesized heterocycles 11a-s were confirmed by their IR and 1 H NMR and 13 C NMR spectra. Key signals in the 1 H NMR spectra of new compounds are singlet and doublet ( 3 J 3,10 3.4-5.1 Hz) of the trans-oriented protons H 2 and H 3 (3.25-3.89 and 3.92-4.42 ppm) in norbornane subunit [4,7,8,33]. Resonance of methylene protons in ethyl group is notable in spectra of compounds 11b-h.…”
Section: Resultsmentioning
confidence: 99%
“…In the present case, the oxygen atoms O 17 and O 18 are equally inclined from the N 15 atom given by the angles O 17 eC 16 eN 15 , O 18 eC 13 eN 15 (124.3 ) and from C 4 and C 5 atoms given by the angles O 17 eC 16 eC 5 , O 18 eC 13 eC 4 (127.4 ) as reported in the literature[56].There are four types of CeC bonds involved in the title compound, strained CeC bonds of Ring I , Ring II , Ring III and of the carbonecarbon bridge. The CeC bond lengths are in the range 1.591e1.531 Å, 1.547e1.535 Å, 1.431e1.405 Å in Ring I , Ring II , Ring III and 1.590e1.587 Å in the carbonecarbon bridge respectively.…”
mentioning
confidence: 83%
“…The importance of the steric factor is obvious from the absence of the heterocyclization in the epoxidation reactions of compounds 118, 119 [121,122] and the lack of the formation of the azabrendane system at the oxidation of more bulky but also more conformationally labile camphorsulfonamide 120 (Scheme 41) [123].…”
Section: Heterocyclization Of Epoxide Derivatives Of Framework Aminesmentioning
confidence: 99%