Copper-Catalyzed Cross-Coupling
of Nonactivated Secondary
Alkyl Halides and Tosylates with Secondary Alkyl Grignard Reagents
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Abstract
Practical catalytic cross-coupling of secondary alkyl
electrophiles
with secondary alkyl nucleophiles under Cu catalysis has been realized.
The use of TMEDA and LiOMe is critical for the success of the reaction.
This cross-coupling reaction occurs via an S<sub>N</sub>2 mechanism
with inversion of configuration and therefore provides a general approach
for the stereocontrolled formation of C–C bonds between two
tertiary carbons from chiral secondary alcohols
