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
a   Sauvage 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
a   Sauvage 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
a   Sauvage 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
a   Sauvage 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
a   Sauvage 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
b   The Institute for Advanced Studies, Wuhan University, 430072, Wuhan, P. R. China
› Institutsangaben
This work was supported by the National Natural Science Foundation of China (grant nos. 21801193, 21871213, 22071189).


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



Publikationsverlauf

Eingereicht: 04. November 2021

Angenommen nach Revision: 02. Dezember 2021

Publikationsdatum:
02. Dezember 2021 (online)

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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