Total Synthesis of Biselide E, a Marine Polyketide
- Ichiro Hayakawa
, - Kazuaki Suzuki ,
- Masami Okamura ,
- Shota Funakubo ,
- Yuto Onozaki ,
- Dai Kawamura ,
- Takayuki Ohyoshi , and
- Hideo Kigoshi
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† Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan
‡ Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8571, Japan
*E-mail: [email protected]
*E-mail: [email protected]
Abstract
The total synthesis of biselide E, a marine polyketide isolated from the Okinawan ascidian, has been accomplished. The highlight of this approach is the use of the β-elimination reaction of the chloroacetoxy group for the construction of an unstable six-membered α,β,γ,δ-unsaturated lactone portion at the late stage of the total synthesis.
Cited By
This article is cited by 2 publications.
- Anthony R. Carroll, Brent R. Copp, Rohan A. Davis, Robert A. Keyzers, Michèle R. Prinsep. Marine natural products. Natural Product Reports 2019, 36 (1) , 122-173. https://doi.org/10.1039/C8NP00092A
- Dianne Watters. Ascidian Toxins with Potential for Drug Development. Marine Drugs 2018, 16 (5) , 162. https://doi.org/10.3390/md16050162