Chiral Ni(II) Dehydroalanine Complex in the Michael 1,4-Addition Reaction with Tryptanthrin CF3-Derivative
We have developed a method for the asymmetric synthesis of nickel complexes with a 2,2,2-trifluoroethylaminotryptanthrin fragment containing two carbon stereocenters in the amino acid fragment. The complexes were obtained in the presence of catalytic amounts of base in 50–76% yields and diastereoselectivity (dr) up to 5 : 1. Decomposition of the Ni(II) complex in an acidic medium led to (3S,5R)-3-amino-5-(trifluoromethyl)pyrrolidin-2-one, a derivative analogue of L-norvaline.
Authors
- Vladimir A. Larionov (ORCID: https://orcid.org/0000-0003-3535-1292)
- Alan T. Tsaloev
- Alexander Smolyakov (ORCID: https://orcid.org/0000-0001-6897-7342)
- Victor I. Maleev (ORCID: https://orcid.org/0000-0002-8096-4197)
- Tat’yana F. Savel’yeva
- Zalina T. Gugkaeva (ORCID: https://orcid.org/0009-0004-7844-563X)
- Maria P. Stukalova (ORCID: https://orcid.org/0000-0002-9302-6538)
Institutions
- A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
Publication Details
- Journal
- Russian Journal of General Chemistry
- Published
- 2024-12-01
- DOI
- https://doi.org/10.1134/s1070363224120132
- Citations
- 1
- Primary Topic
- Quinazolinone synthesis and applications
- Type
- article
- Field-Weighted Citation Impact
- 0.25