Syntheses of several cyclopentano-monoterpene lactones using 1,3-dioxin vinylogous ester

フォーマット:

論文

責任表示:

Ohba, Masashi ; Haneishi, Tsuyoshi ; Fujii, Tozo

言語:

英語

出版情報:

日本薬学会, 1995-01-15

著者名:

• Ohba, Masashi
• Haneishi, Tsuyoshi
• Fujii, Tozo

掲載情報:

Chemical & pharmaceutical bulletin

ISSN:

0009-2363      

巻:

43

通号:

1

開始ページ:

26

終了ページ:

31

バージョン:

publisher

概要:

Formal syntheses of (±)-boschnialactone (5) and three cyclopentano-monoterpene lactones [i.e., (±)-(iridomyrmecin (6), (±)-isoiridomyrmecin (7), and (±)-allodolicholactone (8)] have been accomplished in the form of the syntheses of 2-(methoxymethyl)-3-methyl-2-cyclopenten-1-one (11) and (±)-(4aα,7α,7aα)-hexahydro-7-methylcyclopenta[c]pyran-3(1H)-one … (19), respectively, starting from 6,7-dihyd;ocyclopenta-1,3-dioxin-5(4H)-one (2). A synthesis of (±)-isodehydroiridomyrmecin (9) has also been achieved through a route including direct substitution of the hydroxy group of 2-(tert-butyldimethylsilyloxymethyl)-3- methyl-2-cyclopenten-1-ol (22) with 1-(tert-butyldimethylsilyloxy)-1-methoxyethene (23) as a key step. 続きを見る

URL:

http://hdl.handle.net/2297/7602