Concise stereoselective synthesis of marine sesterterpene, 16-deacetoxy-12-epi-scalarafuran acetate and its 14-epimer via intramolecular Diels-Alder addition
Concise stereoselective synthesis of marine sesterterpene, 16-deacetoxy-12-epi-scalarafuran acetate and its 14-epimer via intramolecular Diels-Alder addition
复制标题
通过分子内 Diels-Alder 加成，简洁立体选择性合成海洋二倍体萜、16-脱乙酰氧基-12-表-scalarafuran 乙酸酯及其 14-差向异构体
DOI：
10.1016/j.tet.2011.06.072
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发表时间：
2011-09-09
期刊：
影响因子：
2.1
通讯作者：
Deng, Wei-Ping
中科院分区：
文献类型：
--
作者：
Wang, Zheng-Lin;Zhang, Zi-Gang;Deng, Wei-Ping
本文报道了C12含氧海洋香茶菜二萜16-去乙酰氧基-12-表香茶菜呋喃乙酸酯及其14-差向异构体的立体选择性合成。设计了一个高立体选择性的分子内Diels桤木加成反应作为构建D环的关键步骤，并通过对相应的16-去乙酰氧基-12-epi-scalarafuran的单晶X射线衍射分析，证实了天然产物16-去乙酰氧基-12-epi-scalarafuran乙酸酯的绝对构型。(C)2011爱思唯尔有限公司保留所有权利。
The stereoselective synthesis of C12 oxygenated marine scalaranic sesterterpene 16-deacetoxy-12-epi-scalarafuran acetate and its 14-epimer were described. A highly stereoselective intramolecular Diels Alder addition was designed as the key step to construct the ring D, and the absolute configurations of natural 16-deacetoxy-12-epi-scalarafuran acetate was supported by the X-ray diffraction analysis of single crystal of corresponding 16-deacetoxy-12-epi-scalarafuran. (C) 2011 Elsevier Ltd. All rights reserved.