Convergent synthesis of 2H-chromenes—a formal [3+ 3] cycloaddition by a one-pot, three-step cascade
KA Parker, TL Mindt
Index: Parker, Kathlyn A.; Mindt, Thomas L. Tetrahedron, 2011 , vol. 67, # 51 p. 9779 - 9786
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Citation Number: 6
Abstract
In cases in which the palladium-catalyzed coupling of a bromoquinone with a vinyl stannane affords a vinyl quinone that enolizes, the resulting ortho-quinone methide undergoes an oxa- 6π electrocyclization. Enolization is promoted by the presence of a polar additive. The net conversion is a formal [3+ 3] cycloaddition that gives 2H-chromenes. Because the first two steps of the cascade are catalyzed, the overall conversion is an example of multicatalysis. ...
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