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This volume, number 23 in the "Tetrahedron Organic Chemistry"
series, presents organolithium chemistry from the perspective of a
synthetic organic chemist, drawing from the synthetic literature to
present a unified overview of how organolithiums can be used to
make molecules. The development of methods for the regioselective
synthesis of organolithiums has replaced their image of
indiscriminate high reactivity with one of controllable and subtle
selectivity. Organolithium chemistry has a central role in the
selective construction of C-C bonds in both simple and complex
molecules, and for example has arguably overtaken aromatic
electrophilic substitution as the most powerful method for
regioselective functionalisation of aromatic rings. The twin themes
of reactivity and selectivity run through the book, which reviews
the ways by which organolithiums may be formed and the ways in
which they react. Topics include advances in directed metallation,
reductive lithiation and organolithium cyclisation reactions, along
with a discussion of organolithium stereochemistry and the role
played by ligands such as (-)-sparteine.
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