Efficient construction of the kedarcidin chromophore ansamacrolide

Yasuhito Koyama, Martin J. Lear, Fumihiko Yoshimura, Isao Ohashi, Tomoko Mashimo, Masahiro Hirama

Research output: Contribution to journalArticlepeer-review

44 Citations (Scopus)

Abstract

(Chemical Equation Presented) The streamlined assembly of the ansamacrolide framework of the kedarcidin chromophore via an efficient atropselective Sonogashira coupling step is described. To this end, two newly improved practical syntheses of the cyclopentene and diyne fragments have been developed, which feature 0.2 mol % catalytic loadings for an RCM step and i-PrMgCl/CH 2I2 as a new entry to gem-disubstituted epoxides from ketones, both being applicable to 49-g scales.

Original languageEnglish
Pages (from-to)267-270
Number of pages4
JournalOrganic letters
Volume7
Issue number2
DOIs
Publication statusPublished - 2005 Jan 20

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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