Lithiation of deoxypeganine and chiral synthesis of deoxypeganine derivatives
A method was developed for lithiation of deoxypeganine. The reaction of organolithium deoxypeganine derivatives with isobutyraldehyde and benzaldehyde to produce its derivatives was studied. A chiral synthesis of substituted deoxypeganines was performed. The synthesized diastereomers and enantiomers were separated successfully using HPLC and a chiral column.
Keywordsdeoxypeganine lithiation enantiomers racemates configuration
The work was supported by the INTAS Foundation (YSF Collaborative Call with Uzbekistan 2006, for a Ph.D. Fellowship INTAS Ref. No. 06-1000023-6035).
- 2.K. Deng, X. Wu, G. Yang, and G. Qin, Chin. Chem. Lett., 8, 237 (1997).Google Scholar
- 3.Kh. M. Shakhidoyatov, A. Irisbaev, L. M. Yun, E. Oripov, and Ch. Sh. Kadyrov, Khim. Geterotsikl. Soedin., 1564 (1976).Google Scholar
- 4.B. Zh. Elmuradov, Dissertation, Tashkent, 2003.Google Scholar
- 5.S. V. Shevyakov, O. I. Davydova, A. S. Kiselyov, D. V. Kravchenko, A. V. Ivachtchenko, and M. Krasavin, Nat. Prod. Res., 871 (2006).Google Scholar