ARTICLES

Asymmetric Total Synthesis towards the Simplified Analogs of Antibiotic Elansolid A

  • Shuai Yang ,
  • Jie Wu ,
  • Liangliang Wang
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  • a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201
    b University of Chinese Academy of Sciences, Beijing 101408

Received date: 2024-01-15

  Revised date: 2024-02-26

  Online published: 2024-03-21

Supported by

High-Level Talent Program of Yunnan Province(Y93D321261); Regional Development Program for Young Scholars, Chinese Academy of Sciences (CAS)(E323521311); Science and Technology Department of Yunan Province(202305AH34005); Science and Technology Department of Yunan Province(202401AS070096)

Abstract

Natural product elansolid A belongs to one type of polyketide macrolactone with promising antibiotic activity. Previously, the first total synthesis of elansolid A in 28 longest linear sequence (LLS) and 41 steps in total has been achieved. Herein, the simplified analog of elansolid A, featured with a cyclohexyl-fused 19-memebered macrolactone, was proposed, and its asymmetric total synthesis based on a convergent strategy and key reactions exemplified by desymmetric alcoholysis of anhydride, Pd-catalyzed Stille coupling, Suzuki-Miyaura coupling as well as Mukaiyama macrolactonization was finished.

Cite this article

Shuai Yang , Jie Wu , Liangliang Wang . Asymmetric Total Synthesis towards the Simplified Analogs of Antibiotic Elansolid A[J]. Chinese Journal of Organic Chemistry, 2024 , 44(7) : 2350 -2362 . DOI: 10.6023/cjoc202401017

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