Enantioselective, Copper-Catalyzed Addition of Nucleophilic Silicon to Alkenyl-Substituted Phosphine Oxides
An enantioselective β-silylation of α,β-unsaturated phosphine oxide derivatives using a silylboronic ester as the silicon pronucleophile is reported. The reaction is catalyzed by copper salts in the presence of chiral pyridine–oxazoline (PyOx) ligands. Good to high enantioselectivities (≤ 95% ee) are obtained for β-aryl-substituted acceptors whereas alkyl residues in the β-position lead to a lower ee value for 1° and no reaction for 2° and 3°. The new method represents another way of accessing α-chiral silanes and complements the known β-borylation.
2016 ◽
Vol 191
(11-12)
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pp. 1480-1481
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2016 ◽
Vol 81
(17)
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pp. 7644-7653
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Keyword(s):
Keyword(s):
1985 ◽
Vol 26
(6)
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pp. 783-786
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