Recent Developments and Synthetic Applications of Nucleophilic Zirconocene Complexes from Schwartz's Reagent

Organozirconium chemistry has been widely employed in organic synthesis since its discovery in the last century. In this context, Schwartz's reagent stands out as a powerful tool that has been applied in several chemical transformations. This chemistry has attracted considerable attention due t...

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Bibliographic Details
Published in:European journal of organic chemistry 2018-09, Vol.2018 (35), p.4828-4844
Main Authors: Pinheiro, Danielle L. J., de Castro, Pedro P., Amarante, Giovanni W.
Format: Article
Language:English
Subjects:
Asymmetric synthesis
Chemical reactions
Chemical synthesis
Enantiomers
Enantioselectivity
Hydrozirconation
Metallocenes
Organic chemistry
Organic compounds
Reagents
Schwartz's reagent
Transformations
Zirconium
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Summary:Organozirconium chemistry has been widely employed in organic synthesis since its discovery in the last century. In this context, Schwartz's reagent stands out as a powerful tool that has been applied in several chemical transformations. This chemistry has attracted considerable attention due to its versatility, allowing chemoselective C–C, C–N, and C–X bond formation, as well as hydrozirconation. The reagent is in fact a zirconium‐containing metallocene, which is compatible with the presence of various metals in cross‐coupling reactions. Enantioselective transformations of organozirconium are described here, which have recently found wide applications in total synthesis. Furthermore, aspects covering ring‐closure reactions, affording complex stereoenriched cycles and heterocycles, such as substituted cyclopropanes and pyrrolidines, are hereby disclosed. Schwartz's reagent has been widely used to generate organozirconium nucleophiles. This review covers how these nucleophiles have been used to selectively form C–C, C–N, C–X bonds and their use in total synthesis.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201800852