Synthesis 2018; 50(06): 1199-1208
DOI: 10.1055/s-0037-1609202
short review
© Georg Thieme Verlag Stuttgart · New York

Application of Trimethylsilanolate Alkali Salts in Organic Synthesis

Kristýna Bürglová
a  Institute of Molecular and Translation Medicine, Faculty of Medicine and Dentistry, Palacký University, Hněvotínská 5, 779 00 Olomouc, Czech Republic
,
b  Department of Organic Chemistry, Faculty of Science, Palacký University, 771 46 Olomouc, Czech Republic   Email: [email protected]
› Author Affiliations
This research project was supported by the Ministry of Education, Youth and by the European Social Fund (CZ.1.07/2.3.00/20.0009). The infrastructure for this project (Institute of Molecular and Translation Medicine) was provided by the National Program of Sustainability (project LO1304).
Further Information

Publication History

Received: 07 November 2017

Accepted after revision: 19 December 2017

Publication Date:
24 January 2018 (online)


Abstract

Trimethylsilanolate alkali salts are widely used in organic synthesis, mainly due to their solubility in common organic solvents. They are frequently used as nucleophiles in ester hydrolysis, both in solution and solid-phase chemistry. However, they have also been used as mild bases or as specific reagents in some chemical transformations. Reactions employing trimethylsilanolate alkali salts as the key component are typically performed under mild reaction conditions. This review summarizes the utilization of trimethylsilanolate alkali salts in various organic transformations.

1 Introduction

2 Properties of Alkali Metal Trimethylsilanolates (TMSO[M])

3 Trimethylsilanolate Alkali Salts in Organic Synthesis

4 Conclusion

 
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