A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin-Case

Himmelbauer, Martin; Farcet, Jean-Baptiste; Gagnepain, Julien; Mulzer, Johann

Org. Lett. 2013, 15, 3098-3101.

An asymmetric synthesis of an advanced tetracyclic intermediate toward the synthesis of bielschowskysin (1) is described. A biomimetic [2 + 2]-photocyclization was used to establish the cyclobutane core of bielschowskysin. Macrocyclization under Heck conditions led to an unprecedented carbo-oxygenation of a 1,1-disubstituted double bond.