Spirodiepoxides in total synthesis: Epoxomicin
Spirodiepoxides in total synthesis: Epoxomicin
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DOI：
10.1021/ja044563c
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发表时间：
2004-12-01
影响因子：
15
通讯作者：
Williams, LJ
中科院分区：
文献类型：
--
作者：
Katukojvala, S;Barlett, KN;Williams, LJ
第一次使用的spirodiepoxide官能团在全合成，研究最终在一个有效的蛋白酶体抑制剂epoxomicin的合成，描述。联烯氧化生成的螺双环氧化物可生成顺式二取代酮及其衍生物，包括原酸酯、恶唑啉、叠氮环氧化物以及含磺酰胺、酰胺和叠氮的羟基酮。
The first use of the spirodiepoxide functional group in total synthesis, a study culminating in an efficient synthesis of the potent proteasome inhibitor epoxomicin, is described. Spirodiepoxides derived from allenes by oxidation are shown to give syn disubstituted ketones and their derivatives, including ortho ester, oxazoline, azido epoxide, as well as sulfonamide-, amide-, and azide-containing hydroxy ketones.