Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202302227
Keywords
allylsilanes; allylic substitution; enantioselectivity; Grignard reagents; N-heterocyclic carbenes
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Access to enantioenriched tertiary and quaternary α-chiral allysilanes without any transition-metal catalyst is achieved by enantioselective allylic displacement. This process involves Lewis base activation of Grignard reagents using a bidentate chiral NHC ligand and shows high β-regio- and enantioselectivity, while being compatible with various silyl groups on the substrates.
Access to enantioenriched tertiary and quaternary a-chiral allysilanes without any transition-metal catalyst is reported. This was achieved by enantioselective allylic displacement of ?-silylated allylic bromides through Lewis base activation of Grignard reagents by a bidentate chiral NHC ligand. The process afforded both high ?-regio- and enantioselectivity and is compatible with a wide range of silyl groups on the substrates.
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