Spirodiepoxides in Total Synthesis: Epoxomicin

详细信息    查看全文

• 作者：Sreenivas Katukojvala ; Kristin N. Barlett ; Stephen D. Lotesta ; and Lawrence J. Williams
• 刊名：Journal of the American Chemical Society
• 出版年：2004
• 出版时间：December 1, 2004
• 年：2004
• 卷：126
• 期：47
• 页码：15348 - 15349
• 全文大小：54K
• 年卷期：v.126,no.47(December 1, 2004)
• ISSN：1520-5126

文摘

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.