Studies towards the total synthesis of (+)-13-deoxytedanolide: stereoselective synthesis of C1-C9 and C9-C17 fragments
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- 作者：Jhillu Singh Yadav ; Vijaya Vardhan Chinnam ; Saibal Das
- 关键词：(+)13-Deoxytedanolide ; Cytotoxic metabolite ; Sharpless asymmetric dihydroxylation ; Sharpless epoxidation ; Crimmin&rsquo ; s syn aldol
- 刊名：Tetrahedron Letters
- 出版年：2016
- 出版时间：17 February 2016
- 年：2016
- 卷：57
- 期：7
- 页码：728-731
- 全文大小：701 K
文摘
A facile and stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide and studies towards the synthesis of (+)-13-deoxytedanolide was accomplished in 20 linear steps. The key transformations of fragment <strong class="boldFont">6strong> are Sharpless asymmetric dihydroxylation and preparation of terminal olefin from primary alcohol utilising organo selenium reaction. The key transformations of fragment <strong class="boldFont">7strong> are from Sharpless epoxidation and Crimmin’s syn aldol chemistry.