摘要

In the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf), gamma-methyl-gamma-hydroxybutenolide reacts with aromatic aldehydes to generate a new class of stereochemically rich spirocyclic ketal-lactones in good yields and with excellent stereoselectivities. We believe that this process takes place through the in situ generation of protoanemonin followed by a Prins reaction. Herein, we describe this discovery, along with substrate scope and preliminary mechanistic studies.

  • 出版日期2012-12-12