An Approach to the Carbon Backbone of Bielschowskysin, Part 1: Photocyclization Strategy

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

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

DOI: 10.1002/ejoc.201300869

Several macrocyclization reaction attempts of highly advanced precursors toward a total synthesis of marine diterpene bielschowskysin are disclosed. Biomimetic [2+2]-photocyclization reactions were applied to construct the cyclobutane core in these intermediates, which could be accessed along scalable high-yielding reaction sequences from cheap enantiopure starting-materials.