Recent Advances in Catalytic Nonenzymatic Kinetic Resolution of Tertiary Alcohols

Bo Ding; Qilin Xue; Shihu Jia; Hong-Gang Cheng; Qianghui Zhou

doi:10.1055/a-1712-0912

Synthesis, Inhaltsverzeichnis

Synthesis 2022; 54(07): 1721-1732
DOI: 10.1055/a-1712-0912

short review

Recent Advances in Catalytic Nonenzymatic Kinetic Resolution of Tertiary Alcohols

Bo Ding‡

^aSauvage Center for Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), College of Chemistry and Molecular Sciences, Wuhan University, 430072, Wuhan, P. R. China

,

Qilin Xue‡

^aSauvage Center for Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), College of Chemistry and Molecular Sciences, Wuhan University, 430072, Wuhan, P. R. China

,

Shihu Jia

^aSauvage Center for Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), College of Chemistry and Molecular Sciences, Wuhan University, 430072, Wuhan, P. R. China

,

Hong-Gang Cheng∗

^aSauvage Center for Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), College of Chemistry and Molecular Sciences, Wuhan University, 430072, Wuhan, P. R. China

,

Qianghui Zhou∗

^aSauvage Center for Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), College of Chemistry and Molecular Sciences, Wuhan University, 430072, Wuhan, P. R. China

^bThe Institute for Advanced Studies, Wuhan University, 430072, Wuhan, P. R. China

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Abstract

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Abstract

The kinetic resolution (KR) of racemates is one of the most widely used approaches to access enantiomerically pure compounds. Over the past two decades, catalytic nonenzymatic KR has gained popularity in the field of asymmetric synthesis due to the rapid development of chiral catalysts and ligands in asymmetric catalysis. Chiral tertiary alcohols are prevalent in a variety of natural products, pharmaceuticals, and biologically active chiral compounds. The catalytic nonenzymatic KR of racemic tertiary alcohols is a straightforward strategy to access enantioenriched tertiary alcohols. This short review describes recent advances in catalytic nonenzymatic KR of tertiary alcohols, including organocatalysis and metal catalysis.

1 Introduction

2 Organocatalysis

2.1 Peptide Catalyst

2.2 Chiral Phosphoric Acid Catalyst

2.3 Chiral Lewis Base Catalyst

2.4 Chiral Quaternary Ammonium Salt Catalyst

3 Metal Catalysis

3.1 Mixed La-Li Heterobimetallic Catalyst

3.2 Rh Catalyst

3.3 Hf Catalyst

3.4 Pd Catalyst

3.5 Cu Catalyst

3.6 Ag Catalyst

4 Conclusion and Outlook

Key words

kinetic resolution - nonenzymatic - tertiary alcohols - organocatalysis - metal catalysis - asymmetric synthesis

Volltext

Referenzen

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