Palladium(II)-catalyzed tandem reaction of intramolecular aminopalladation of allenyl N-tosylcarbamates and conjugate addition.
A divalent palladium-catalyzed tandem cyclization-coupling reaction of allenyl N-tosylcarbamates and acrolein was developed. The reaction gave aldehyde-functionalized 2-oxazolidinones in one step with high regioselectivity. A mechanism involving intramolecular aminopalladation of allene, followed by insertion of alkene and C-Pd bond protonolysis, is proposed. [reaction: see text]
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State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
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