Gold-Catalyzed Furan/Yne Cyclizations for the Regiodefined Assembly of Multisubstituted Protected 1-Naphthols

The gold­(I)-catalyzed intramolecular cycloisomerization
of furan/ynes
bearing a silyloxy or allyloxy group has been developed, which provides
a highly efficient access to protected 1-naphthol derivatives with
enal or enone moiety. The method offers several advantages such as
high stereoselectivities, mild reaction conditions, and easily accessible
starting materials. In addition, the naphthyl products could be further
transformed into the important benzocoumarins in a one-pot procedure.

本研究开发了金(I)催化的、带有硅氧基或烯丙氧基取代基的呋喃-炔烃分子内环化异构化反应，该路线可高效制备带有烯醛或烯酮官能团的保护型1-萘酚衍生物。该方法具备多项优势：立体选择性优异、反应条件温和，且起始原料易于获取。此外，所得萘基产物可通过一锅法进一步转化为重要的苯并香豆素类化合物。