1.

論文
論文
1. Synthesis of (±)-(4aα,6α,7α,7aα)-hexahydro-6-hydroxy-7- methylcyclopenta[c]pyran-3(1H)-one, a structure common to abelialactone, Aglykon A1, and isoboonein
Ohba, Masashi ; Haneishi, Tsuyoshi ; Fujii, Tozo
出版情報: Chemical & pharmaceutical bulletin.  44  pp.525-529,  1996-03-01.  日本薬学会
URL: http://hdl.handle.net/2297/7601
概要: Synthesis of (±)-(4aα,6α,7α,7aα)-hexahydro-6-hydroxy-7- methylcyclopenta[c]pyran-3(1h)-one [(±)-1] has been achieved thr … ough an 8- step route starting from 6,7-dihydrocyclopenta-1,3-dioxin-5(4H)-one (4). The identities of synthetic (±)-1 with abelialactone, Aglykon A1, and isoboonein permitted the unequivocal assignment of this common structure and the relative stereochemistry to these cyclopentano-monoterpene lactones. 続きを見る
2.

論文
論文
2. Syntheses of several cyclopentano-monoterpene lactones using 1,3-dioxin vinylogous ester
Ohba, Masashi ; Haneishi, Tsuyoshi ; Fujii, Tozo
出版情報: Chemical & pharmaceutical bulletin.  43  pp.26-31,  1995-01-15.  日本薬学会
URL: http://hdl.handle.net/2297/7602
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