Formal total synthesis of benzylpedamide: The right half of (+)-pederin

Article abstract of DOI:10.1055/S-2008-1077788

The right half of (+)-pederin was synthesized through a convenient and efficient asymmetric synthesis in 14 steps with 8.3% overall yield. The key step was an iodine-induced heterocy-clization to construct the pyran ring. The chiral centers were constructed separately via asymmetric allylation, substrate-controlled diastereoselective reactions, and Sharpless asymmetric dihydroxy-lation.