An efficient synthesis of a cyclic ether key intermediate for 9-membered masked enediyne using an automated synthesizer

Yoshikazu Tanaka, Shinichiro Fuse, Hiroshi Tanaka, Takayuki Doi, Takashi Takahashi

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Naturally occurring antibiotics containing 9-membered enediynes have received considerable attention for many years due to their potent DNA-cleaving activity. We previously reported the design and synthesis of a synthetic, masked 9-membered enediyne that possesses DNA-cleaving activity. Despite the importance of the 9-membered enediynes, application of these molecules is limited by their difficult synthesis. Herein, we report an improved process for the generation of a synthetic, masked 9-membered enediyne that uses an automated synthesizer for the production of a key synthetic intermediate.

Original languageEnglish
Pages (from-to)1111-1121
Number of pages11
JournalOrganic Process Research and Development
Volume13
Issue number6
DOIs
Publication statusPublished - 2009 Nov 20

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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