DIASTEREODIRECTED ALKYLATION OF KETONES AND 1,3-DIKETONES WITH N-[1H-INDOL-3-YL(PHENYL)METHYL]-N-METHYLAMINE BY THE MICHAEL REACTION

Authors

  • Б. Б. Семенов Moscow D. I. Mendeleev University of Chemical Technology, Moscow 125190
  • Ю. И. Смушкевич Moscow D. I. Mendeleev University of Chemical Technology, Moscow 125190
  • И. И. Левина N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow 117977
  • Л. Н. Курковская N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow 117977
  • К. А. Лысенко A. N. Nesmeyanov Institute of Organoelement Compounds, Moscow 117813
  • В. В. Качала N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913

DOI:

https://doi.org/10.1007/8272

Keywords:

gramine, CH-acids, α-phenyl-nor-gramine, diastereoselectivity in the Michael reaction, X-ray structural analysis, NMR

Abstract

A method has been developed for introducing the 1H-indol-3-yl(phenyl)methyl residue into position 2 of ketones and 1,3-diketones. The principle of bringing in controlled diastereoselectivity based on the configuration of intermediates is demonstrated.

How to Cite
Semenov, B. B.; Smushkevich, Yu. I.; Levina, I. I.; Kurkovskaya, L. N.; Lysenko, K. A.;
Kachala, V. V.  Chem. Heterocycl. Compd. 2005, 41, 730. [Khim. Geterotsikl. Soedin. 2005, 848.]

For this article in the English edition, see DOI 10.1007/s10593-005-0213-5

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Published

2023-11-07

Issue

No. 6 (2005)

Section

Original Papers