This study explores
the synthesis of cyclic
cis
-vicinal phenyl ethylenes
from oxotriphenylhexanoates. The reaction
is a BBr
3
-promoted cyclization of 1,6-ketoesters (
1
) to five-membered diketo compounds (
2
). The
synthesis is interesting as it constitutes one of the few examples
of modular stereoselective synthesis of structures with a
cis
-oriented vicinal diphenylethylene. The core structure
of
2
can be smoothly derivatized, which makes it a promising
synthetic building block for further stereoselective synthetic applications.