Asymmetric desymmetrization of organophosphorus compounds with organolithium-sparteine chiral bases

Woźnicki, Paweł

doi:10.17951/aa.2019.74.1.65-92

Journal

Annales Universitatis Mariae Curie-Skłodowska, sectio AA – Chemia

2019 | 74 | 1 |

Article title

Asymmetric desymmetrization of organophosphorus compounds with organolithium-sparteine chiral bases

Authors

Paweł Woźnicki

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Abstracts

Chiral organophosphorus compounds are one of the main groups of ligands used in asymmetric homogenous catalysis. Ongoing progress in transition metal-catalyzed reactions requires that efficient methods for the synthesis of chiral phosphines and their derivatives are available. This review is focused on desymmetrization of heteroleptic tertiary phosphine derivatives via stereoselective lithiation using organolithium/sparteine complexes as chiral bases combined with oxidative homocoupling or trapping the P-chiral intermediates with electrophiles. The method has been used to obtain both known and new chiral ligands with application in stereoselective reactions catalyzed by transition metal complexes.

Keywords

Organophosphorus compounds Phosphines Phosphine ligands Deprotonation Lithiation Organolithium Butyllithium Sparteine

Publisher

Wydawnictwo Uniwersytetu Marii Curie-Skłodowskiej

Journal

Annales Universitatis Mariae Curie-Skłodowska, sectio AA – Chemia

Year

2019

Volume

Issue

Physical description

Dates

published

2019

online

2020-06-17

Contributors

author

Paweł Woźnicki

References

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Document Type

Publication order reference

Identifiers

DOI

10.17951/aa.2019.74.1.65-92

YADDA identifier

bwmeta1.element.ojs-doi-10_17951_aa_2019_74_1_65-92