Cyclization reactions through DDQ-mediated vinyl oxazolidinone oxidation
L Liu, PE Floreancig - Organic letters, 2009 - ACS Publications
Organic letters, 2009•ACS Publications
Vinyl oxazolidinones react with DDQ to form α, β-unsaturated acyliminium ions in a new
method for forming electrophiles under oxidative conditions. Appended nucleophiles
undergo 1, 4-addition reactions with these intermediates to form cyclic vinyl oxazolidinones
with good levels of diastereocontrol, highlighting a new approach to utilizing oxidative
carbon− hydrogen bond functionalization to increase molecular complexity.
method for forming electrophiles under oxidative conditions. Appended nucleophiles
undergo 1, 4-addition reactions with these intermediates to form cyclic vinyl oxazolidinones
with good levels of diastereocontrol, highlighting a new approach to utilizing oxidative
carbon− hydrogen bond functionalization to increase molecular complexity.
Vinyl oxazolidinones react with DDQ to form α,β-unsaturated acyliminium ions in a new method for forming electrophiles under oxidative conditions. Appended nucleophiles undergo 1,4-addition reactions with these intermediates to form cyclic vinyl oxazolidinones with good levels of diastereocontrol, highlighting a new approach to utilizing oxidative carbon−hydrogen bond functionalization to increase molecular complexity.
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