ol990936g_si_001.pdf (98.82 kB)
Simple and Efficient Synthesis of (+)-Methyl 7-Benzoylpederate, a Key Intermediate toward the Mycalamides
journal contribution
posted on 1999-09-03, 00:00 authored by Nicholas S. Trotter, Shunya Takahashi, Tadashi NakataA simple and efficient method for the synthesis of (+)-methyl 7-benzoylpederate, the left half of pederin, mycalamides, onnamides, and
theopederins, was developed. The key reactions include the Evans asymmetric aldol reaction, a thioacetalization−lactonization, a stereoselective
Claisen condensation, and a Takai−Nozaki olefination. The synthesis requires only nine steps and proceeds in 26% overall yield.