Palladium-catalyzed regioselective domino cyclization of cyclohexadienones.
J Org Chem
; 80(11): 5566-71, 2015 Jun 05.
Article
em En
| MEDLINE
| ID: mdl-25938739
ABSTRACT
A mild and efficient Pd-catalyzed arylative domino carbocyclization of cyclohexadienone-containing 1,6-enynes is described. The reaction tolerates a variety of functionalized boronic acids to afford a cis-fused bicyclic framework containing an α,ß-unsaturated ketone with excellent regio- and diastereoselectivity in good yields. The tandem process proceeds with ß-arylation of propargylic ether followed by conjugate addition of a vinyl palladium intermediate and subsequent protonolysis of a palladium enolate.
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MEDLINE
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En
Ano de publicação:
2015
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Article