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ChemistrySelect
Volume 3, Issue 33 p. 9589-9591
Communication

Selective Synthesis of Botryococcene Pentaepoxide ‐ The Chemical Modifications of the Algal Biomass Oil

Dr. Hidehisa Kawashima

Corresponding Author

Division of Materials Science, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8573 Japan

Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology, 1-1-1 Higashi, Tsukuba, Ibaraki, 305-8565 Japan

Algae Biomass and Energy System R & D Center, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8573, Japan

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Prof. Dr. Masashi Kijima

Corresponding Author

Division of Materials Science, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8573 Japan

Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology, 1-1-1 Higashi, Tsukuba, Ibaraki, 305-8565 Japan

Algae Biomass and Energy System R & D Center, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8573, Japan

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First published: 03 September 2018
https://doi.org/10.1002/slct.201801823
Citations: 3

Abstract

A biomass oil, botryococcene ((E)‐2,3,7,10,13,16,20,21‐octamethyl‐6,17‐dimethylene‐10‐vinyldocosa‐1,11,21‐triene), produced from microalga “Botryococcus braunii” was epoxidized by Prilezaev reaction using excess amount of m‐chloroperoxybenzoic acid under mild conditions for the purpose of applicative derivatizations of the oil. The oil underwent epoxidations at the C2,6,17,21‐positioned four vinylidenes and C11‐12 vinylene site‐selectively except the electronically inactive C10‐vinyl, giving the botryococcene pentaepoxide in high yield.