Diastereoselective carbonyl-ene reaction of N-trityl aziridine-2-(S)-carboxaldehyde

Synlett

Volumn , Issue 11, 1998, Pages 1187-1188

  Nayak, Sandip K ^a,b   Thijs, Lambertus ^a   Zwanenburg, Binne ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

^b BHABHA ATOMIC RESEARCH CENTRE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001265396     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1918     Document Type: Article

References (19)

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16. 1H NMR data.
17. Cf. (a) Paquette, L.A.; Mitzel, T.M.; Isaac, M.B.; Crasto, C.F.; Schomer, W.W. J. Org. Chem. 1997, 62, 4293.
18. (b) Hwang, G.Il.; Chung, J.H.; Lee, W.K. J. Org. Chem. 1996, 61, 6183. The relative configuration of a similar chiral aziridine-2-alcohol derived from 1 viz. methyl 2-{(R)-1-hydroxy-1-[(2S)-1-tritylazirin-2-yl]methyl}acrylate was ascertained by X-ray diffraction; the absorption of the methine proton of the anti-isomer of this compound was also at lower field than that of the syn- isomer and therefore served as a reliable reference compound.
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