INSERTION REACTION OF TRIPHENYLPHOSPHINE WITH TETRAMETHYL-1,2-DIOXETANE - DEOXYGENATION OF A DIOXETANE TO AN EPOXIDE

INSERTION REACTION OF TRIPHENYLPHOSPHINE WITH TETRAMETHYL-1,2-DIOXETANE - DEOXYGENATION OF A DIOXETANE TO AN EPOXIDE
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DOI:
10.1021/ja00800a074
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发表时间:
1973-01-01
影响因子:
15
通讯作者:
LANDIS, ME
LANDIS, ME
中科院分区:
化学1区
文献类型:
--
作者:
BARTLETT, PD;BAUMSTAR.AL;LANDIS, ME

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将三苯基膦(23.0 mg,0.088 mmol)加入到冷(约 6)干燥苯中的 10.1 mg(0.087 mmol)TMD2(甲基,苯中 1.2 的单线态)中。二氧杂环丁烷在几分钟内完全消耗,以 94% 的产率产生正膦 1。在其核磁共振谱中,甲基区域在苯中显示出 1.0 处的单线态。在冰浴中减压小心除去溶剂,得到白色固体,在室温以上不稳定:nmr
Triphenylphosphine (23.0 mg, 0.088 mmol) was added to 10.1 mg (0.087 mmol) of TMD2 (methyls, singlet at 1.2 in benzene3) in cool (~ 6), dry benzene. The dioxetane was completely consumed within min-utes to yield phosphorane 1 in 94% yield. In its nmr spectrum the methyl region displayed a singlet at 1.0 in benzene. Careful removal of the solvent at reduced pressure, from an ice bath, afforded a white solid, unstable above room temperature: nmr