Enyne Metathesis - Organic chemistry

A concise synthesis of the potent nAChR agonist (+)-anatoxin-a (1) has been completed in a series of only nine chemical operations and 27% overall yield from commercially available -methyl pyroglutamate (4). The synthesis features a novel procedure for the diastereoselective preparation of cis-2,5-disubstituted pyrrolidines leading to 10, which underwent an intramolecular enyne metathesis to afford a bridged azabicyclic intermediate that was transformed into 1.

is intramolecular (in an enyne) it is called ring-closing enyne metathesis or RCEYM (scheme 2) with Y representing oxygen or nitrogen and n an integer ...


Enyne Metathesis | SpringerLink