Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Regular Papers
Concise Synthesis of (8Z,11Z,14Z)-8,11,14-Heptadecatrienal, (7Z,10Z,13Z)-7,10,13-Hexadecatrienal, and (8Z,11Z)-8,11-Heptadecadienal, Components of the Essential Oil of Marine Green Alga Ulva pertusa
Yoshihiko AKAKABEKensuke WASHIZUKenji MATSUITadahiko KAJIWARA
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2005 年 69 巻 7 号 p. 1348-1352

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The long-chain aldehydes, (8Z,11Z,14Z)-8,11,14-heptadecatrienal, (7Z,10Z,13Z)-7,10,13-hexadecatrienal, and (8Z,11Z)-8,11-heptadecadienal, were concisely synthesized by using Grignard coupling, catalytic hydrogenation with the Lindlar catalyst, and oxidation with Dess–Martin periodinane as the key steps. Particularly, (8Z,11Z,14Z)-8,11,14-heptadecatrienal and (7Z,10Z,13Z)-7,10,13-hexadecatrienal both possessed a seaweed-like odor.
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© 2005 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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