146236-45-5Relevant articles and documents
Total synthesis of the major metabolites of gomisin A. Synthesis of homochiral met A-II, met A-III, met D, and met F
Tanaka, Masahide,Mitsuhashi, Hiroshi,Marano, Masao,Wakamatsu, Takeshi
, p. 359 - 374 (2007/10/02)
The total syntheses of the metabolites of gomisin A (1) were achieved. By the Mukaiyama hydration or the successive double bond migration, lactone ring reduction, glycol formation, and reduction, the homochiral lactones (10a-c) provided met A-III (3), A-II (2), D (5), and F (7).
Synthesis of optically pure gomisi lignans: The total synthesis of (+)-schizandrin, (+)-gomisin A, and (+)-isoschizandrin in naturally occurring forms
Tanaka,Mukaiyama,Mitsuhashi,Maruno,Wakamatsu
, p. 4339 - 4352 (2007/10/02)
The total syntheses of (+)-schizandrin (1), (+)-gomisin A (2), and (+)-isoschizandrin (3) having natural configurations were accomplished. Optically pure butyrolactones ((-)-9, (-)-31) were transformed to α-benzylidenebutyrolactones ((+)-10, (+)-32, (+)-35). By a highly efficient iron(III) perchlorate-mediated oxidative coupling reaction of 10, 32, and 35, the key intermediates with biphenyl skeletons ((-)-11, (-)-33) were constructed with high stereoselectivity. Several methods for the stereoselective introduction of the C6-hydroxyl group were examined. For the synthesis of schizandrin and gomisin A, the Mukaiyama hydration reaction of (-)-11 and(-)-33 provided the desired products with satisfactory selectivity. For the synthesis of isoschizandrin, the stereoselective epoxidation of allylic alcohol (+)-48 was successfully utilized taking advantage of its conformational features.
Polycyclic compounds, their preparation and their use as phosphodiesterases inhibitors
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, (2008/06/13)
Polycyclic compounds (I) can be prepared in accordance with the following reaction formula: wherein R1-R8 each represents a hydrogen atom, a hydroxyl group, an alkoxyl group or a substituted or unsubstituted benzyloxy group or neighb
