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8 on aziridine 3a revealed only one set of signals for the aziridine protons in the range 293-195 K.
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8 on aziridine 3a revealed only one set of signals for the aziridine protons in the range 293-195 K.
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3JHH coupling constants between the two aziridinyl protons ranging from 5.5 to 7.0 Hz, (see Supporting Information); see also: Yonezawa, T.; Morishima, I. J. Mol. Spectrom. 1968, 27, 210-217.
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3JHH coupling constants between the two aziridinyl protons ranging from 5.5 to 7.0 Hz, (see Supporting Information); see also: Yonezawa, T.; Morishima, I. J. Mol. Spectrom. 1968, 27, 210-217.
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In two cases (6a and 6b), the configuration of the major diastereomer was unambiguously determined by further conversion into 7a,b whose stereochemistry was deduced by NMR analysis (vide infra).
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In two cases (6a and 6b), the configuration of the major diastereomer was unambiguously determined by further conversion into 7a,b whose stereochemistry was deduced by NMR analysis (vide infra).
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(b) Saint-Fuscien, C.; Tarrade, A.; Dauban, P.; Dodd, R. H. Tetrahedron Lett. 2000, 41, 6393-6397.
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Saint-Fuscien, C.1
Tarrade, A.2
Dauban, P.3
Dodd, R.H.4
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34548185156
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Compounds 8b and 9b were isolated in 18 and 36% yield, respectively. The reaction with PhCHO gave 8c in 22% yield as 1:1 mixture of diastereomers and 9c in 44% yield as a single diastereomer whose stereochemistry, at the newly created stereogenic centre, has not been determined yet.
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Compounds 8b and 9b were isolated in 18 and 36% yield, respectively. The reaction with PhCHO gave 8c in 22% yield as 1:1 mixture of diastereomers and 9c in 44% yield as a single diastereomer whose stereochemistry, at the newly created stereogenic centre, has not been determined yet.
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1H NMR spectra.
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1H NMR spectra.
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