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A stereoselective method for the construction of the C8′–O–C6″ ether of nigricanoside-A: synthesis of simple models for the C20 lipid chain/galactosyl glycerol segment

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Title: A stereoselective method for the construction of the C8′–O–C6″ ether of nigricanoside-A: synthesis of simple models for the C20 lipid chain/galactosyl glycerol segment
Authors: Kinashi, Naoto Browse this author
Fujiwara, Kenshu Browse this author →KAKEN DB
Tsunoda, Takayuki Browse this author
Katoono, Ryo Browse this author
Kawai, Hidetoshi Browse this author
Suzuki, Takanori Browse this author →KAKEN DB
Keywords: Natural product synthesis
Monogalactosyl diacyl glycerol
Ireland–Claisen rearrangement
Ether lipid
Stereoselective synthesis
Issue Date: 21-Aug-2013
Publisher: Elsevier
Journal Title: Tetrahedron Letters
Volume: 54
Issue: 34
Start Page: 4564
End Page: 4567
Publisher DOI: 10.1016/j.tetlet.2013.06.085
Abstract: A method for the stereoselective construction of the C8′–O–C6″ ether of nigricanoside-A, an antimitotic natural product from the green alga Avrainvillea nigricans, has been developed based on chirality-transferring Ireland–Claisen rearrangement. The method was successfully applied to the synthesis of simple models for the C20 lipid chain/galactosyl glycerol segment of the natural product.
Type: article (author version)
URI: http://hdl.handle.net/2115/58265
Appears in Collections:理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 藤原 憲秀

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