Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis

Toru Motozaki, Kiyoto Sawamura, Akari Suzuki, Keigo Yoshida, Tatsuo Ueki, Aiko Ohara, Ryosuke Munakata, Ken Ichi Takao, Kin Ichi Tadano

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Abstract

(Chemical Equation Presented) We have completed the total synthesis of natural (+)-tubelactomicin A (1), a 16-membered macrolide antibiotic. This Letter presents a highly efficient synthesis of the upper-half segment (C14-C24) and the completion of the total synthesis featuring a high-yielding Stille coupling for the connection of the upper-half and lower-half segments and Mukaiyama macrolactonization for the construction of the entire structure of 1.

Original languageEnglish
Pages (from-to)2265-2267
Number of pages3
JournalOrganic Letters
Volume7
Issue number11
DOIs
Publication statusPublished - 2005 May 26

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Motozaki, T., Sawamura, K., Suzuki, A., Yoshida, K., Ueki, T., Ohara, A., Munakata, R., Takao, K. I., & Tadano, K. I. (2005). Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis. Organic Letters, 7(11), 2265-2267. https://doi.org/10.1021/ol050763x