W(CO)5(L)-catalyzed 6-endo-selective cyclization and formal Cope rearrangement of allenyl silyl enol ethers
W(CO)5(L)-catalyzed 6-endo-selective cyclization and formal Cope rearrangement of allenyl silyl enol ethers
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DOI：
10.1016/j.jorganchem.2006.08.037
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发表时间：
2007-01-01
影响因子：
2.3
通讯作者：
Iwasawa, Nobuharu
中科院分区：
文献类型：
--
作者：
Miura, Tomoya;Kiyota, Koichi;Iwasawa, Nobuharu
5-硅氧基-1，2，5-三烯在W(CO)(6)的催化作用下，通过改变反应条件，通过相同的中间体选择性地得到了两种合成有用的化合物，即6-内环化产物和Cope重排产物。在这些反应中，通过W(CO)(5)的配位有效地实现了联烯部分的亲电活化，允许中性碳亲核试剂以6-内基的方式进行分子内攻击。(C)2006爱思唯尔B.V.保留所有权利。
On treatment of 5-siloxy-1,2,5-trienes with a catalytic amount Of W(CO)(6) under photoirradiation, two types of synthetically useful compounds, that is, 6-endo-cyclized products or formal Cope rearrangement products, are obtained selectively via the same intermediates simply by changing reaction conditions. In these reactions, electrophilic activation of the allene moiety is effectively achieved by coordination Of W(CO)(5), allowing intramolecular attack by neutral carbon nucleophiles in a 6-endo manner. (c) 2006 Elsevier B.V. All rights reserved.