The reaction of (+)-usninic acid and its pyrazole derivative with sodium borohydride was studied. The reduction occurred stereoselectively at the endocyclic carbonyl group. Novel (+)-usninic acid derivatives that were reduction products of the carbonyls were obtained.
Similar content being viewed by others
References
K. Ingolfsdottir, Phytochemistry, 61, 729 (2002).
J. Kutney and I. Sanchez, Can. J. Chem., 54, 2795 (1976).
B. Proksa, M. Sturdikova, N. Pronayova, and T. Liptaj, Pharmazie, 51, 195 (1996).
F. Carey, Organic Chemistry (5th Ed.), McGraw—Hill, 2004.
L. A. Kutulya, N. S. Pivnenko, A. S. Petrenko, V. V. Vashchenko, and J. B. Gudbi, Zh. Strukt. Khim., 42, No. 1, 101 (2001).
N. F. Salakhutdinov, M. P. Polovinka, and M. Yu. Panchenko, RF Pat. No. 2,317,076 C1; Byull. Izobret., No. 5 (2008).
M. Takai, U. Yoshimasa, and J. A. Beisler, J. Med. Chem., 22, No. 11, 1380 (1979).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 188–190, March–April, 2011.
Rights and permissions
About this article
Cite this article
Sokolov, D.N., Luzina, O.A., Polovinka, M.P. et al. Reduction of (+)-usninic acid and its pyrazole derivative by sodium borohydride. Chem Nat Compd 47, 203–205 (2011). https://doi.org/10.1007/s10600-011-9882-8
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-011-9882-8