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Total Synthesis of (+)‐MPC1001B
Authors:Taichi Kurogi  Shun Okaya  Dr. Hideto Fujiwara  Dr. Kentaro Okano  Prof. Dr. Hidetoshi Tokuyama
Affiliation:Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba 6‐3, Aramaki, Aoba‐ku, Sendai 980‐8578 (Japan)
Abstract:The first total synthesis of an epidithiodiketopiperazine alkaloid, (+)‐MPC1001B, was accomplished. This synthesis features a tetra‐n‐butylammonium fluoride mediated intramolecular aldol reaction for forming the 15‐membered macrolactone ring, and the construction of an epidithiodiketopiperazine substructure through a stepwise sulfenylation reaction involving a novel trityl trisulfide (TrSSS)‐group transfer.
Keywords:aldol reaction  alkaloids  dithiodiketopiperazine  macrolactones  total synthesis
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