E-selective isomerization of stilbenes and stilbenoids through reversible hydroboration
2011
Gray, Erin E. | Rabenold, Lake E. | Goess, Brian C.
Hydroboration of a mixture of E and Z stilbenes and stilbenoids is followed by an elimination reaction to yield the E isomer with high stereoselectivity. The reaction tolerates aromatic substituents with varying stereoelectronic properties, occurs in one pot, and requires only commercially available reagents. An illustration of the isomerization reaction in a synthesis of resveratrol, a biologically active antioxidant, is presented.
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