ol0c01554_si_002.zip (2.82 MB)
Photochemically Driven Tandem Process in the Construction of a Biscyclopropylcage from 2,5-Dimethoxy‑p‑benzoquinone and Terminal Acetylenes
dataset
posted on 2020-05-21, 16:41 authored by Jonathan Álvarez-García, Víctor Rubio-Pisabarro, Carlos Silva-López, María Magdalena CidA photochemical two-step
one-pot synthesis of novel biscyclopropyl-box-shaped
compounds via the reaction of 2,5-dimethoxy-para-benzoquinone
and monosubstituted alkynes is reported. The reaction mechanism for
a process in which six new C–C bonds are formed is explored
by means of experimental and computational techniques. The whole process
occurs with complete selectivity, and only one densely decorated diastereomer
is obtained; such a degree of control and substitution makes for a
rather powerful and complexity-building process.