E-selective isomerization of stilbenes and stilbenoids through reversible hydroboration
作者:Erin E. Gray、Lake E. Rabenold、Brian C. Goess
DOI:10.1016/j.tetlet.2011.09.046
日期:2011.11
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
E和Z的Stilbenes和Stilbenoids的混合物进行氢硼化后,进行消除反应,得到具有高立体选择性的E异构体。该反应容许具有不同立体电子性质的芳族取代基,发生在一个罐中,并且仅需要可商购的试剂。给出了白藜芦醇(一种生物活性抗氧化剂)的合成中的异构化反应的说明。