Asymmetric synthesis of the two enantiomers of β-phosphorus-containing α-amino acids via hydrophosphinylation and hydrophosphonylation of chiral Ni(ii)-complexes

A new approach for the asymmetric synthesis of the two enantiomers of β-phosphorus-containing α-amino acids was developed via Michael addition of secondary phosphine oxides and dialkyl phosphites to chiral Ni(ii)-complexes of a dehydroalanine-Schiff base.

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2021-05, Vol.8 (10), p.2190-2195
Main Authors: Tokairin, Yoshinori, Konno, Hiroyuki, Noireau, Angéline, West, Caroline, Moriwaki, Hiroki, Soloshonok, Vadim A, Nicolas, Cyril, Gillaizeau, Isabelle
Format: Article
Language:English
Subjects:
Amino acids
Asymmetric synthesis
Asymmetry
Chemical Sciences
Crystallography
Enantiomers
Imines
Inorganic salts
NMR
Nuclear magnetic resonance
Organic chemistry
Phosphine
Phosphine oxide
Phosphorus
Synthesis
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Description
Summary:A new approach for the asymmetric synthesis of the two enantiomers of β-phosphorus-containing α-amino acids was developed via Michael addition of secondary phosphine oxides and dialkyl phosphites to chiral Ni(ii)-complexes of a dehydroalanine-Schiff base.
ISSN:2052-4110
2052-4110
DOI:10.1039/d1qo00159k