Enantioselective rhodium-catalyzed addition of arylboronic acids to alkenylheteroarenes

G Pattison, G Piraux, HW Lam - Journal of the American Chemical …, 2010 - ACS Publications
G Pattison, G Piraux, HW Lam
Journal of the American Chemical Society, 2010ACS Publications
… Herein we report the catalytic enantioselective addition of arylboronic acids and an alkenyl
MIDA boronate to alkenylheteroarenes. Rhodium-catalyzed asymmetric 1,4-addition of
arylboron compounds to alkenes activated by electron-withdrawing groups has emerged as a
versatile method for the construction of chiral compounds. (7-9) However, examples where
heteroarenes are employed in alkene activation are limited to β-unsubstituted vinylazines,
which provide achiral products. (10-12) Although the possibility of future … In summary, by …
In the presence of a rhodium complex containing a newly developed chiral diene ligand, alkenes activated by a range of π-deficient or π-excessive heteroarenes engage in highly enantioselective conjugate additions with various arylboronic acids.
ACS Publications
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