A NOVEL 1,3 O-]C SILYL SHIFT AND DEACYLATION REACTION MEDIATED BY TETRA-N-BUTYLAMMONIUM FLUORIDE IN AN AROMATIC SYSTEM

He HM.; Wood K.; Cushman M.; Fanwick PE.

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A NOVEL 1,3 O-]C SILYL SHIFT AND DEACYLATION REACTION MEDIATED BY TETRA-N-BUTYLAMMONIUM FLUORIDE IN AN AROMATIC SYSTEM

机译：N-丁二酸铵在芳香体系中介导的1,3 O-] C新型硅烷转移和脱酰反应

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A novel 1,3 O --> C migration of a silyl group accompanied by a deacylation reaction was discovered during the conversion of 2-acetyl-3,17-bis(tert-butyldimethylsilyl)-beta-estradiol (4) and 3,17-bis(tert-butyldimethylsilyl)-2-propionyl-beta-estradiol (5) to 2,17-bis(tert-butyldimethylsilyl)-beta-estradiol (6) in the presence of tetra-n-butylammonium fluoride. A crossover experiment indicated that the transformation is intramolecular. [References: 43]

机译：在2-乙酰基-3,17-双（叔丁基二甲基甲硅烷基）-β-雌二醇（4）和3的转化过程中发现了一种新型的1,3 O-> C甲硅烷基迁移并伴有脱酰反应，在氟化四正丁基铵存在下，17-双（叔丁基二甲基甲硅烷基）-2-丙酰基-β-雌二醇（5）至2,17-双（叔丁基二甲基甲硅烷基）-β-雌二醇（6）。交叉实验表明该转化是分子内的。 [参考：43]

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来源
《The Journal of Organic Chemistry》 |1995年第18期|p. 5905-5909|共5页
作者
He HM.; Wood K.; Cushman M.; Fanwick PE.;
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作者单位

PURDUE UNIV DEPT MED CHEM & PHARMACOGNOSY W LAFAYETTE IN 47907 USA;

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收录信息美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
Siloxyalkene thermal rearrangement; Carbonyl-compounds; Trimethylsilyl group; Beta-ketosilane; Migration; Oxygen; Ethers; Mechanism; Radicals; Silicon;

机译：甲硅烷氧基热重排;羰基化合物;三甲基甲硅烷基;β-酮硅烷;迁移;氧;醚;机理;自由基;硅;
入库时间 2022-08-18 00:04:04

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机译：比卡鲁胺衍生物的双取代苯基环上的氟化铯和四正丁基氟化铵介导的14-N→O移位
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机译：氟化铯和四正丁基铵介导的二羟胺衍生物二取代苯环的1,4-n→O偏移
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机译：在四氢呋喃 - 氟化氢体系中的X射线衍射数据 - 25°C水

A NOVEL 1,3 O-]C SILYL SHIFT AND DEACYLATION REACTION MEDIATED BY TETRA-N-BUTYLAMMONIUM FLUORIDE IN AN AROMATIC SYSTEM

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