Total Synthesis and Structural Reassignment of the γ-Lactone Polyketide from Diaporthe sp. SXZ-19

The first stereoselective total synthesis of the proposed structure of the γ-lactone from Diaporthe sp. SXZ-19 was achieved by utilizing a convergent pathway. The four stereogenic centers were formed by employing Brown's asymmetric alkoxyallylboration reaction, and a cross-metathesis reaction was used to construct the trans double bond of the γ-lactone side chain. This synthesis led to a revision of proposed structural assignment of the natural product.