posted on 2021-11-22, 15:37authored byNina Semleit, Gebhard Haberhauer
In the present study,
the gold(I)-catalyzed reaction of 1,5-allenenes
was controlled in such a way that instead of a [2 + 3] cycloaddition,
a 5-exo-cyclization with the formation of a carbocation
occurred. The latter could be trapped with both oxygen and carbon
nucleophiles. In the investigated system, fused tricyclic frameworks
with three contiguous stereocenters with excellent chemo- and diastereoselectivity
in up to 95% yield were obtained.