Synthesis of the C1-C9 Fragment of the Potent Antitumor Agent Dictyostatin

被引：2

作者：

Dias, Luiz C. ^{[1
]}

Sant'Ana, Danilo P. ^{[1
]}

Vieira, Ygor W. ^{[1
]}

Goncalves, Caroline C. S. ^{[1
]}

Lima, Dimas J. P. ^{[1
]}

机构：

[1] Univ Estadual Campinas, Inst Quim, BR-13083970 Campinas, SP, Brazil

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2012年 / 23卷 / 02期

基金：

巴西圣保罗研究基金会;

关键词：

total synthesis; dictyostatin; Sharpless asymmetric epoxidation; macrolactone; MICROTUBULE-STABILIZING MACROLIDE; WADSWORTH-EMMONS REACTION; NATURAL-PRODUCTS; CHEMICAL-SHIFTS; ANALOGS; (-)-DICTYOSTATIN; DISCODERMOLIDE; CONSTRUCTION; SELECTIVITY; POLYKETIDE;

D O I：

10.1590/S0103-50532012000200022

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe herein a short and efficient synthesis of the C1-C9 fragment of the potent antitumor agent dictyostatin. Notable features of this approach include a Sharpless asymmetric epoxidation followed by epoxide opening under Myashita's conditions to introduce the stereogenic centers at C6 and C7, and a Horner-Wadsworth-Emmons type reaction under Ando's conditions to construct the Z-double bond of the 1,3-(Z,E)-diene system.

引用

页码：344 / 348

页数：5

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