Robin E. Grote, E. Jarvo
Jan 15, 2009
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0
Influential Citations
19
Citations
Journal
Organic letters
Abstract
An allylation reaction that generates homoallylic amines using allyl trifluoroacetate as a nucleophilic allylmetal precursor is reported. A palladium complex catalyzes two transformations in one pot: formation of allylsilane from allyl trifluoroacetate using hexamethyldisilane and subsequent imine allylation. A three-component reaction was developed where preformed imines were replaced with aldehydes and anisidine. Under these reaction conditions a variety of substrates, including electron-rich aromatic and aliphatic aldehydes, react smoothly to afford homoallylic amines.