Stereoselective synthesis of marine sesterterpenes, 16-deacetoxy-scalarafuran, (+)-scalarolide and their analogs
Stereoselective synthesis of marine sesterterpenes, 16-deacetoxy-scalarafuran, (+)-scalarolide and their analogs
复制标题
海洋二倍萜、16-脱乙酰氧基-scalarafuran、( )-scalarolide及其类似物的立体选择性合成
DOI：
10.1016/j.tet.2011.05.092
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发表时间：
2011-08-05
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：
Fan, Wen-Yuan;Wang, Zheng-Lin;Deng, Wei-Ping
报道了C_(12)含氧海洋标量二十七烯类化合物16-去乙酰氧基-标尺呋喃、(+)-标尺内酯及其非天然类似物的立体选择性合成。它们的合成涉及三个关键的转变，即环氧化物的开环重排、立体选择性的Diels-Alder加成和一锅法合成γ-丁烯内酯的过程，并确定了天然(+)-标量内酯和16-去乙酰氧基-标量呋喃的绝对构型。(C)2011爱思唯尔有限公司。保留所有权利。
The stereoselective synthesis of C12 oxygenated marine scalaranic sesterterpenes 16-deacetoxy-scalarafuran, (+)-scalarolide and their unnatural analogs were described. Three key transformations were involved in their synthesis, which are the ring-opening rearrangement of epoxide, stereoselective Diels-Alder addition, and one-pot gamma-butenolide formation process, and the absolute configurations of natural (+)-scalarolide and 16-deacetoxy-scalarafuran were confirmed. (C) 2011 Elsevier Ltd. All rights reserved.