Total synthesis of Hirtellanine A

The first total synthesis of hirtellanines A is described. The key transformations include (i) base-mediated regioselective pyran ring formation, (ii) one-pot sequential boronation and Suzuki-Miyaura cross-coupling, and (iii) a tandem acid-induced deprotection and subsequent tautomerizations.

The first total synthesis of hirtellanine A was achieved in a high overall yield via the regioselective Claisen rearrangement as the key reaction.