530098-83-0Relevant academic research and scientific papers
SmI2-Promoted novel tandem elimination and coupling reactions of aliphatic imides with carbonyl compounds: Application to the synthesis of dl-isoretronecanol
Kabata, Masayuki,Suzuki, Takamasa,Takabe, Kunihiko,Yoda, Hidemi
, p. 1607 - 1611 (2006)
Treatment of α-hetero-substituted cyclic imides with carbonyl compounds mediated by samarium(II) diiodide in the presence of HMPA was found to undergo novel tandem elimination and reductive coupling reactions to generate α-hydroxyalkylated imides in good to high yields. Stereochemistry of the coupling products was researched and the result that increasing the steric bulkiness of the N-substituents leads to an increase of threo-selectivity was observed. The mechanistic origins of this stereoselectivity are also briefly documented and the reaction was further applied to the convenient synthesis of a simple pyrrolizidine alkaloid, isoretronecanol.
First total syntheses of new phenylpropanoid lignans, (±)-aglacin k stereoisomer and (±)-arborone
Takahashi, Masaki,Takada, Koji,Matsuura, Daisuke,Kunihiko, Takabe,Yoda, Hidemi
, p. 2113 - 2118 (2008/09/17)
An efficient and convergent process is described for the first preparation of new phenylpropanoid lignans, (±)-aglacin K stereoisomer and (±)-arborone, isolated from the stem bark of Algaia cordata and the stems of Piper arborescens, respectively. The key
A new synthetic entry to furofuranoid lignans, methyl piperitol and fargesin
Yoda, Hidemi,Suzuki, Yuji,Matsuura, Daisuke,Takabe, Kunihiko
, p. 519 - 522 (2007/10/03)
An efficient and general process is described for the preparation ofthe unsymmetrically substituted diequatorial and axial-equatorial furofuran lignans, methyl piperitol and fargesin. The synthetic strategy is based on a stereoselective manner by nucleoph
First total synthesis of a new sesquiterpenoid natural product, (±)-3-(2,4-dihydroxybenzoyl)-4,5-dimethyl-5-(4,8-dimethyl-3(E),7(E)- nonadien-1-yl)tetrahydro-2-furanone
Yoda, Hidemi,Maruyama, Kazuhide,Takabe, Kunihiko
, p. 1775 - 1777 (2007/10/03)
An efficient and stereodefined process is described for the first preparation of a new prenyl-benzoylfuranone type sesquiterpenoid, (±)-3-(2,4-dihydroxybenzoyl)-4,5-dimethyl-5-(4,8-dimethyl-3(E),7(E)- nonadien-1-yl)tetrahydro-2-furanone. The synthetic str
