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Review
. 2021 Jun 23:9:687817.
doi: 10.3389/fchem.2021.687817. eCollection 2021.

Catalytic Asymmetric Amino Acid and Its Derivatives by Chiral Aldehyde Catalysis

Kaijin Lin  1 , Ang Shi  1 , Chunhong Shi  1 , Jinbiao Lin  1 , Honggui Lin  1
Affiliations
Review

Catalytic Asymmetric Amino Acid and Its Derivatives by Chiral Aldehyde Catalysis

Kaijin Lin et al. Front Chem. .

Abstract

Amine acid transformation is an important chemical process in biological systems. As a well-developed and acknowledged tool, chiral aldehyde catalysis provides good catalytic activation and stereoselective control abilities in the asymmetric reaction of N-unprotected amino acid esters and amino acid esters analogs, in which the key to success is the design of the catalysts derived from chiral BINOL aldehyde, which is based on the face control of enolate intermediates. In this review, one of the co-catalytic systems that combined with a transition metal to form a multiplex catalytic system and the well-established multiplex stereocenters of chiral aldehyde catalysis have been reviewed. Finally, a novel organocatalysis is prospected.

Keywords: BINOL; amino acid; catalytic asymmetric; chiral aldehyde catalysis; substrate scope.

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Conflict of interest statement

The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

Figures

FIGURE 1
FIGURE 1
Combining chiral aldehyde catalysis and transition-metal catalysis for enantioselective α-allylic alkylation of amino acid esters (Chen et al., 2019).
FIGURE 2
FIGURE 2
The 1,6-conjugated addition reaction by chiral BINOL aldehyde catalysts (Wen et al., 2020).
See this image and copyright information in PMC

References

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