Studies on the diastereoselectivity in the IMDA reactions of terminally activated (E,E,E)-nona-1,6,8-trienes
Studies on the diastereoselectivity in the IMDA reactions of terminally activated (E,E,E)-nona-1,6,8-trienes
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DOI：
10.1016/j.tetlet.2005.12.118
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发表时间：
2006-03-06
影响因子：
1.8
通讯作者：
Nakada, M
中科院分区：
文献类型：
--
作者：
Suzuki, T;Tanaka, N;Nakada, M
本文研究了末端活化的（α）-壬-1，6，8-三烯在IMDA反应中的结构-非对映选择性关系。研究发现，带有受保护羟基的C3位的构型对非对映选择性至关重要，并且该比例的大小取决于C3-C5位的相对构型。本研究的结果包括新的成功的IMDA反应，将有助于含双环[4.3.0]壬-2-烯碳骨架的天然产物的立体选择性合成。(c)2006爱思唯尔有限公司版权所有。
The structure-diastereoselectivity relationships in the IMDA reactions of the terminally activated (EEE)-nona-1,6,8-trienes have been studied. It is found that the configuration of the C3 position bearing the protected hydroxyl group is crucial to the diastereoselectivity, and the magnitude of the ratio depends on the relative configuration of the C3-C5 positions. The results obtained in this study including the new successful IMDA reactions would be useful for the stereoselective synthesis of natural products containing a bicyclo[4.3.0]non-2-ene carbon skeleton. (c) 2006 Elsevier Ltd. All rights reserved.