Construction of the Pentacyclic Core and Formal Total Synthesis of (rac)‐Renieramycin T

Abstract: A formal total synthesis of the antitumor marine natural product (rac)‐renieramycin T, which possesses a characteristic ecteinascidin‐type A ring in the renieramycin–saframycin core skeleton, was elaborated. The key steps in the synthesis of (rac)‐renieramycin T are a modified Pictet–Spengler cyclization of dialkylated oxomalonate derivatives and decarboxylation via a monocarboxylic acid derivative followed by stereocontrolled protonation of the enol intermediate. A key intermediate in our previous synthesis of renieramycin T was used, and the formal synthesis was accomplished in 21 steps from a known piperazine‐2,5‐dione derivative.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Construction of the Pentacyclic Core and Formal Total Synthesis of (rac)‐Renieramycin T ; volume:7 ; number:10 ; year:2018 ; pages:764-771 ; extent:8 ; ChemistryOpen ; 7, Heft 10 (2018), 764-771 (gesamt 8)

Contributors, Places and Time

• Creator: Kimura, Shinya ; Saito, Naoki

Further information

• DOI: 10.1002/open.201800112
• URN: urn:nbn:de:101:1-2022091105512578260282
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:27 AM CEST