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The 2 x 3 toolbox of organometallic methods for regiochemically exhaustive functionalization
Ist Teil von
Angewandte Chemie (International ed.), 2005-01, Vol.44 (3), p.376-393
Ort / Verlag
Germany
Erscheinungsjahr
2005
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
This review describes a concept aimed at rational and maximal structure proliferation. To this end, simple aromatic or heterocyclic starting materials, often bulk chemicals, are converted into all regionisomerically possible polar organometallic intermediates (mostly lithiated species), which then may be combined with any of the countless electrophiles to provide attractive new building blocks, particularly functionalized derivatives. The practical implementation relies on a set ("toolbox") of sophisticated recipes developed by mechanistically guided modification of the two most prominent exchange methods used for the generation of polar organometallic compounds: hydrogen-metal and halogen-metal interconversion. These mutant methods ("old methods in a new outfit") amplify the existing options for organic synthesis by ensuring maximum regioflexibility. At the same time they offer new insight into factors that govern organometallic reactivity and provide hints on how to alter or finetune this reactivity judiciously.
Sprache
Englisch
Identifikatoren
ISSN: 1433-7851
eISSN: 1521-3773
DOI: 10.1002/anie.200300645
Titel-ID: cdi_proquest_miscellaneous_67346379
Format
–
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