关于使用二氧杂环丙烷将环氧醇高效转化为环氧酮的研究。
Concerning the efficient conversion of epoxy alcohols into epoxy ketones using dioxiranes.
作者信息
D'Accolti Lucia, Fusco Caterina, Annese Cosimo, Rella Maria R, Turteltaub Joanna S, Williard Paul G, Curci Ruggero
机构信息
Dipartimento Chimica, Università di Bari, CNR-ICCOM, v. Amendola 173, I-70126 Bari, Italy.
出版信息
J Org Chem. 2004 Nov 26;69(24):8510-3. doi: 10.1021/jo048816w.
Representative epoxy alcohols are cleanly converted into the corresponding epoxy ketones in high yield by selective oxidation using dimethyldioxirane (1a) and its trifluoro analogue (1b) under mild conditions. The oxidation is found to take place leaving the configuration at the epoxy functionality unaffected. The direct oxyfunctionalization of simple cyclic epoxides with the powerful dioxirane 1b provides another attractive method to access epoxy ketones regioselectively.
在温和条件下，使用二甲基二氧杂环丙烷（1a）及其三氟类似物（1b）进行选择性氧化，可将代表性的环氧醇以高产率顺利转化为相应的环氧酮。研究发现，氧化反应发生时，环氧官能团处的构型不受影响。用强氧化性的二氧杂环丙烷1b对简单环氧化合物进行直接氧官能化，为区域选择性地制备环氧酮提供了另一种有吸引力的方法。
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