Construction of quaternary centres for natural polycycles:: The Pauson-Khand approach

Construction of quaternary centres for natural polycycles:: The Pauson-Khand approach
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DOI:
10.1016/j.jorganchem.2008.04.023
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发表时间:
2008-07-01
影响因子:
2.3
通讯作者:
Castells, Javier Perez
Castells, Javier Perez
中科院分区:
化学3区
文献类型:
--
作者:
Arnaiz, Eduardo;Blanco-Urgoiti, Jaime;Castells, Javier Perez

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季碳的构建在PK化学中是一个挑战,在文献中几乎没有先例。从包括以反应为模板的芳香环的适当官能化的烯炔开始,得到具有季碳的多环酮。特殊的反应条件是必要的,包括分子筛的使用,以及与羰基钴配合物的共同催化。所得产品是各种天然产物的中间体,如Hamigeran家族和甾体生物碱Conessine。(C)2008爱思唯尔B.V.保留所有权利。
Construction of quaternary carbons is a challenge in PK chemistry, with few precedents in the literature. Starting from suitable functionalized enynes including an aromatic ring that templates the reaction, polycyclic ketones are obtained with a quaternary carbon. Special reaction conditions are necessary including the use of molecular sieves and co-catalysis with rhodium complexes jointly with cobalt carbonyl. The products obtained are intermediates in the synthesis of various natural products like the Hamigeran family and the steroidic alkaloid Conessine. (C) 2008 Elsevier B.V. All rights reserved.