New Synthesis of the (3<i>Z</i>,6<i>Z</i>,9<i>S</i>,10<i>R</i>)-Isomers of 9,10-Epoxy-3,6-henicosadiene and 9,10-Epoxy-1,3,6-henicosatriene, Pheromone Components of the Female Fall Webworm Moth,<i>Hyphantria cunea</i>

• NAKANISHI Akira

  Department of Applied Biological Chemistry, The University of Tokyo

• MORI Kenji

  Insect Pheromone and Traps Division, Fuji Flavor Co., Ltd.

書誌事項

タイトル別名

• New Synthesis of the (3Z,6Z,9S,10R)-Isomers of 9,10-Epoxy-3,6-henicosadiene and 9,10-Epoxy-1,3,6-henicosatriene, Pheromone Components of the Female Fall Webworm Moth, Hyphantria cunea

抄録

(3Z,6Z,9S,10R)-9,10-Epoxy-3,6-henicosadiene (1) and (3Z,6Z,9S,10R)-9,10-epoxy-1,3,6-henicosatriene (5), pheromone components of the female fall webworm moth (Hyphantria cunea Drury), were synthesized by starting from (2S,3R)-2,3-epoxy-4-t-butyldimethylsilyloxy-1-butanol (8). Epoxide 8 was prepared by employing lipase-catalyzed asymmetric acetylation of (±)-8 as the key optical resolution step.

収録刊行物

• Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ

  Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ 69 (5), 1007-1013, 2005

  公益社団法人 日本農芸化学会

キーワード

• epoxide
• <I>Hyphantria cunea</I>
• lipase
• pheromone
• skipped diene

詳細情報

• CRID: 1390001206475455488
• NII論文ID: 130000030333
• NII書誌ID: AA10824164
• DOI: 10.1271/bbb.69.1007
• ISSN: 13476947
• ISSN: 09168451
• NDL書誌ID: 7322602
• PubMed: 15914922
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7322602
• Web Site: http://www.tandfonline.com/doi/pdf/10.1271/bbb.69.1007
• 本文言語コード: en
• データソース種別:
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• 抄録ライセンスフラグ: 使用不可