4.5 Article

Total synthesis of the proposed structure of astakolactin

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue -, Pages 2421-2427

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.10.252

Keywords

aldol reaction; astakolactin; lactonization; MNBA; terpenoids

Funding

  1. Center for Chirality
  2. Ministry of Education, Science, Sports and Culture, Japan
  3. Grants-in-Aid for Scientific Research [22350044] Funding Source: KAKEN

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The first total synthesis of the proposed structure of astakolactin, a sesterterpene metabolite isolated from the marine sponge Cacospongia scalaris, has been achieved, mainly featuring Johnson-Claisen rearrangement, asymmetric Mukaiyama aldol reaction and MNBA-mediated lactonization.

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