Pd-catalyzed Regio- A nd Stereoselective Hydrostannylation of an Alkyl Ethynyl Ether/One-Pot Stille Coupling Enables the Synthesis of 14-Membered Macrolactone of Luminamicin

Akihiro Sugawara, Hirokazu Takada, Tomoyasu Hirose, Aoi Kimishima, Takeshi Yamada, Masaki Toda, Toru Kojima, Takanori Matsumaru, Toshiaki Sunazuka

Research output: Contribution to journalArticlepeer-review

Abstract

Regio- A nd stereoselective hydrostannylation of alkyl ethynyl ethers generates alkenyl ethers, which are useful building blocks in organic synthesis. This efficient synthetic method, however, is limited. Here, we report not only an efficient method for a highly regio- A nd stereoselective Pd-catalyzed hydrostannylation of alkyl ethynyl ethers but also a scalable synthesis and construction of the core framework of luminamicin possessing all functional groups and stereocenters.

Original languageEnglish
Pages (from-to)1758-1763
Number of pages6
JournalOrganic letters
Volume23
Issue number5
DOIs
Publication statusPublished - 2021 Mar 5
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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