An Approach to the Carbon Backbone of Bielschowskysin, Part 2: Non-Photochemical Strategy

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

Eur. J. Org. Chem. 2013, ASAP.

The stereocontrolled synthesis of complex and highly substituted polycyclic synthetic precursor 2 of the diterpene bielschowskysin is presented. Key steps include a regio- and stereoselective hydroalumination as well as an optimized Cr/Ni-mediated carbon–carbon bond formation between two complex fragments to establish the northern hemisphere of the natural product.