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Highly diastereoselective aza-aldol reactions of a chiral Ni(II) complex of glycine with imines. An efficient asymmetric approach to 3-perfluoroalkyl-2,3-diamino acids

✍ Scribed by Vadim A Soloshonok; Dimitry V Avilov; Valery P Kukhar; Luc Van Meervelt; Nikolai Mischenko

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 268 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00963-5

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✦ Synopsis

The LiC1/base-assisted asymmetric aldol-type addition reaction between the N-(p-methoxyphenyl)imine of trifluoroacetaldehyde and the chiral non-racemic Ni(II) complex of the Schiff base of glycine with (S)-o-[N-(Nbenzylprolyl)amino]benzophenone was lound to proceed with excellent chemical and stereocbemical outcomes allowing for an efficient access to hitherto unknown stereochemically defined ~-perfluoroalkyl-ot,~diamino carboxylic acids. A mechanistic rationale for the observed stereochemical preferences is proposed.

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ChemInform Abstract: Highly Diastereosel

ChemInform Abstract: Highly Diastereoselective Aza-Aldol Reactions of a Chiral Ni(II) Complex of Glycine with Imines. An Efficient Asymmetric Approach to 3- Perfluoroalkyl-2,3-diamino Acids.

✍ V. A. SOLOSHONOK; D. V. AVILOV; V. P. KUKHAR; L. VAN MEERVELT; N. MISCHENKO 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

## 1997 aminocarboxylic acids aminocarboxylic acids (hydrazinocarboxylic acids) and esters (acyclic compounds) P 0270 ## 40 -103 Highly Diastereoselective Aza-Aldol Reactions of a Chiral Ni(II) Complex of Glycine with Imines. An Efficient Asymmetric Approach to 3-Perfluoroalkyl-2,3-diamino Acids.