The aziridination of N-Tosylimines with amide-stabilized sulfonium ylides: A simple and efficient preparation of aziridinyl carboxamides

Tetrahedron Letters

Volumn 38, Issue 41, 1997, Pages 7225-7228

  Zhou, Yong Gui ^a   Li, An Hu ^a   Hou, Xue Long ^a   Dai, Li Xin ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AZIRIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VITRO STUDY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030667016     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01736-X     Document Type: Article

References (20)

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16. Prepared according to literature procedures: (a) Love, B. E.; Raje, P. S.; Williams II, T. C. Synlett 1994, 493.
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19. 3S: C, 63.66; H, 6.19; N, 7.82. Found: C, 63.44; H, 6.18; N, 7.57. cis: δ 2.28 (s, 3 H), 2.41 (s, 3 H), 2.72 (s, 3 H), 2.91 (s, 3 H), 3.76 (d, J = 7.5 Hz, 1 H), 4.09 (d, J = 7.6 Hz, 1 H), 7.10 (m, 4 H), 7.33 (d, J = 8.0 Hz, 2 H), 7.95 (d, J = 8.2 Hz, 2 H).
20. 1H-NMR and HPLC; the ee values of trans and cis compounds were determined by HPLC using chiral column (Chiralcel OD), we did not survey the specific rotation data and assign the absolute configuration because the products 4 cannot be separated by flash chromatography.