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Rearrangement of Methylenebis(cyclohexane-1,3-dione) Enols Induced by Mn(III)-Catalyzed Aerobic Oxidation
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-21 , DOI: 10.1021/acs.joc.2c00647 Yûki Murakami 1 , Kazuki Hisano 1 , Hiroshi Nishino 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-21 , DOI: 10.1021/acs.joc.2c00647 Yûki Murakami 1 , Kazuki Hisano 1 , Hiroshi Nishino 1
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The Mn(III)-catalyzed aerobic oxidation of methylenebis(cyclohexane-1,3-dione) enols 1 resulted in 6a-hydroxy-2,3,4,6a,7,8,9,10a-octahydro-1H-benzo[c]chromene-1,6,10-triones 3 during the formation of 4,5,8,10,11,12-hexahydro-2H-benzo[b]oxecine-2,6,7,9(3H)-tetraones 2. The mechanism for the formation of 3 was proposed on the basis of the isolation of intermediates 2, which were transformed into 3 under Claisen and retro-Claisen conditions.
中文翻译：
Mn(III)催化好氧氧化诱导亚甲基双(环己烷-1,3-二酮)烯醇的重排
Mn(III) 催化亚甲基双（环己烷-1,3-二酮）烯醇1的有氧氧化产生 6a-羟基-2,3,4,6a,7,8,9,10a-octahydro-1 H-苯并[ c ]chromene-1,6,10-triones 3形成 4,5,8,10,11,12-hexahydro-2 H -benzo [ b ]oxecine-2,6,7,9(3 H )-四酮2 . 在分离中间体2的基础上提出了形成3的机理，中间体在 Claisen 和逆 Claisen 条件下转化为3 。
更新日期：2022-06-21
中文翻译：
Mn(III)催化好氧氧化诱导亚甲基双(环己烷-1,3-二酮)烯醇的重排
Mn(III) 催化亚甲基双（环己烷-1,3-二酮）烯醇1的有氧氧化产生 6a-羟基-2,3,4,6a,7,8,9,10a-octahydro-1 H-苯并[ c ]chromene-1,6,10-triones 3形成 4,5,8,10,11,12-hexahydro-2 H -benzo [ b ]oxecine-2,6,7,9(3 H )-四酮2 . 在分离中间体2的基础上提出了形成3的机理，中间体在 Claisen 和逆 Claisen 条件下转化为3 。
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