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Scheme 3 Reduction and hydrolysis of 3Dg.
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In summary, we have reported the asymmetric Suzuki–
Miyaura cross-coupling of 1-bromo-2-naphthoates with PQXphos
as chiral ligands. The steric effect of the ester groups determined
the enantioselectivity of this reaction. From the range of ester
groups tested, 2,4-dimethyl-3-pentyl ester showed high enantio-
selectivities for cross-coupling with 1-naphthaleneboronic acids
and 2-methylphenylboronic acids. This ester can be readily
converted into other functional groups. Further exploration of
the asymmetric Suzuki–Miyaura cross-coupling using PQXphos
is underway in our laboratory.
1
29, 13927.
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