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学科主题: 天然产物有机化学
题名: Chiral building blocks from D-xylose and their application in synthesis of avocadotriol monoacetate
其他题名: 由木糖获得的手性砌块及其在鳄梨醇对映体选择性全合成中的应用
作者: Gao J(高剑) ; Zhen ZB(甄志彬) ; Jian YJ(简亚军) ; Wu YK(伍贻康)
通讯作者: 伍贻康
刊名: Tetrahedron
发表日期: 2008
卷: 64, 期:40, 页:9377-9383
收录类别: SCI
部门归属: 中国科学院上海有机所
英文摘要: Facile routes to several enantiomerically pure flexible chiral building blocks carrying a hidden syn or anti 1,3-diol motif were developed with the inexpensive and readily available carbohydrate D-xylose as the starting material. Application of the newly developed chiral building blocks in total synthesis is exemplified through a synthesis of (2S,4S)- and (2S,4R)-avocadotriol. Both triols were selectively acetylated on the primary hydroxyl group in high yields with Novozyme 435/vinyl acetate. On the basis of comparison of the H-1 NMR, optical rotation, and melting point data, the natural avocadotriol 1-monoacetate was assigned to be of (2R,4R) configuration. (C) 2008 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000259650400003
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/20407
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Gao J,Zhen ZB,Jian YJ,et al. Chiral building blocks from D-xylose and their application in synthesis of avocadotriol monoacetate[J]. Tetrahedron,2008,64(40):9377-9383.
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