No abstract

Embedded medium-sized carbacycles and cyclohepta [b]indoles occur frequently as scaffold elements in natural products and bioactive compounds.Described herein is ac onceptionally novel photochemically triggered cascade process to these scaffolds.K ey to the cascading ring-expansion process is an unprecedented intramolecular alkyne analogue of the de Mayor eaction. Prof. Dr.J.Rehbein FakultätfürChemie und Pharmazie, UniversitätRegensburg 93053 Regensburg (Germany) Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.

The ex-chiral-pool synthesis of an advanced gukulenin A precursor from (-)-piperitone is revealed. Key C/C connecting maneuvers to the synthesis of a C dissymmetric bis(α-tropolonic) ether building block are a ring-contracting Meinwald rearrangement, a photochemically triggered two-carbon ring expansion, and a homodimerization by cross-metathesis.

Embedded medium-sized carbacycles and cyclohepta [b]indoles occur frequently as scaffold elements in natural products and bioactive compounds.Described herein is ac onceptionally novel photochemically triggered cascade process to these scaffolds.K ey to the cascading ring-expansion process is an unprecedented intramolecular alkyne analogue of the de Mayor eaction.