Palladium Pincer Complex-Catalyzed Allylic Stannylation with Hexaalkylditin Reagents

Palladium pincer complex (1)-catalyzed stannylation of allyl chloride, phosphonate, and epoxide substrates (4a−h) could be performed with hexaalkylditin reagents (3) under mild neutral reaction conditions. This catalytic reaction proceeds via palladium(II) intermediates without involvement of allyl−...

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Veröffentlicht in:Organic letters 2004-05, Vol.6 (11), p.1829-1831
Hauptverfasser: Wallner, Olov A, Szabó, Kálmán J
Format: Artikel
Sprache:eng
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Zusammenfassung:Palladium pincer complex (1)-catalyzed stannylation of allyl chloride, phosphonate, and epoxide substrates (4a−h) could be performed with hexaalkylditin reagents (3) under mild neutral reaction conditions. This catalytic reaction proceeds via palladium(II) intermediates without involvement of allyl−palladium complexes, and therefore the allylstannane product does not interfere with the palladium catalyst. Use of a combined catalytic system (1 + 2) allowed the development of an effective one-pot procedure for allylation of aldehyde and imine electrophiles.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol049328d