Total synthesis of (±)-2-desoxystemodinone: a novel hydroxyl-assisted, intramolecular ene reaction
Total synthesis of (±)-2-desoxystemodinone: a novel hydroxyl-assisted, intramolecular ene reaction
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(±)-2-脱氧百草酮的全合成：一种新型羟基辅助的分子内烯反应
DOI：
10.1021/ja00248a065
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发表时间：
1987
影响因子：
15
通讯作者：
T. Somers
中科院分区：
文献类型：
--
作者：
James D White;T. Somers
11：12；13 2.4：1.2：1的exo(16)和endo(17)烯烃(分别为2.5：1)，它们是不可分割的。该混合物用间氯苯甲酸处理得到外环氧化物和内环氧化物，用三乙基硼氢化锂15直接还原为(±)-2-脱氧胞二酮(3)及其易分离的同分异构体18，以1.4：1的比例通过脱水回收表-2-脱氧胞二酮(18)为混合物
11: 12; 13 2.4: 1.2: 1 of exo (16) and endo (17) olefins (2.5: 1, respectively), which were inseparable. This mixture was treated with m-chloroperbenzoic acid to yield exo and endo epoxides, which were reduced directly with lithium triethylborohydride15 to (±)-2-desoxystemodinone (3) and its easily separated epimer 18 in a 1.4: 1 ratio, epi-2-Desoxystemodinone (18) was recycled by dehydration to a mixture