Total Synthesis of (+)-MPC1001B

Taichi Kurogi, Shun Okaya, Hideto Fujiwara, Kentaro Okano, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)283-287
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number1
DOIs
Publication statusPublished - 2016 Jan 4

Keywords

  • aldol reaction
  • alkaloids
  • dithiodiketopiperazine
  • macrolactones
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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