SYNTHESIS OF 2-PHENYL-4,5,6,7-TETRAHYDRO-1<i>H</i>-INDOLES WITH A CHIRAL SUBSTITUENT AT THE NITROGEN ATOM

Authors

  • И. А. Андреев M. V. Lomonosov State University
  • И. О. Рыжков M. V. Lomonosov State University
  • А. В. Куркин M. V. Lomonosov State University
  • М. А. Юровская M. V. Lomonosov State University

DOI:

https://doi.org/10.1007/1189

Keywords:

2-phenyl-4, 5, 6, 7-tetrahydro-1H-indoles, trans-amino propargylic alcohols, chiral substituent at nitrogen atom, palladium-catalyzed cyclization

Abstract

An efficient method has been developed for the enantioselective synthesis of 2-phenyl-4,5,6,7-tetra-hydro-1<i>H</i>-indoles containing chiral substituents at the nitrogen atom. It is based on opening of the epoxide fragment of 1-phenylethynyl-7-oxabicyclo[4.1.0]heptane with chiral amines and/or amino acid esters followed by intramolecular, metal catalyzed cyclization.

Authors: I. A. Andreev, I. O. Ryzhkov, A. V. Kurkin, and M. A. Yurovskaya.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (5), pp 715-719

http://link.springer.com/article/10.1007/s10593-012-1049-4

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Published

2013-11-20

Issue

No. 5 (2012)

Section

Original Papers