The development of the intramolecular asymmetric Heck reaction
The development of the intramolecular asymmetric Heck reaction
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DOI：
10.2174/1385272043370528
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发表时间：
2004-06-01
影响因子：
2.6
通讯作者：
Kiely, D
中科院分区：
文献类型：
--
作者：
Guiry, PJ;Kiely, D
本文综述了分子内Heck化学的发展，从1977年的第一份报告到目前的反应现状，作为一种通用的方法，用于碳环和杂环的建设。给出了分子内Heck环化作为制备许多复杂天然产物合成的关键步骤的应用实例。分子内不对称Heck（IAH）反应的发展也将详细介绍。IAH的发展总结了集中在钯催化剂的优化衍生自一系列的二膦和膦胺配体的范围内的环状产物，例如顺式十氢化萘，氢化茚，吲嗪，二喹和季碳中心的合成的制备。本文还对该方法在天然产物合成中的应用进行了综述。机制的见解（中性与阳离子途径）将进行讨论。新的IAH配体将被描述，并将包括最近的结果，从我们自己的工作在IAH。
This review summarises the development of the intramolecular Heck chemistry from its first report in 1977 to the present status of the reaction as a versatile methodology for the construction of carbocycles and heterocycles. Examples of the application of intramolecular Heck cyclisations as the key steps in the preparation of many complex natural product syntheses are given. The development of the intramolecular asymmetric Heck (IAH) reaction will also be detailed. The development of the IAH is summarised by focusing on the optimisation of palladium catalysts derived from a range of diphosphine and phoshinamine ligands for the preparation of a range of cyclic products, e.g. cis-decalins, hydrindans, indolizidines, diquinanes and the synthesis of quaternary carbon centres. The exploitation of this methodology to natural product synthesis will also be reviewed. Mechanistic insights (neutral versus cationic pathway) will be discussed. New ligands for the IAH will be described and will include recent results from our own work in the IAH.