Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition
Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition
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DOI：
10.1016/j.tet.2006.08.083
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发表时间：
2006-10-29
期刊：
影响因子：
2.1
通讯作者：
Mukai, Chisato
中科院分区：
文献类型：
--
作者：
Kitagaki, Shinji;Okumura, Yuki;Mukai, Chisato
研究了由烯-双炔丙醇与氯代二苯基膦反应生成的烯-双膦基联烯。在富马酸二甲酯存在下，苯桥连双（膦基联烯）只生成分子内[2+2]环加合物，而苯桥连双（亚磺酰基联烯）生成相应的[4+2]环加合物。另一方面，取代的亚乙基或五元杂环桥接的双（膦基联烯）提供[4+2]环加合物。还描述了在两个联烯基上同时带有一个亚磺酰基和一个氧膦基的苯桥联烯的反应。(c)2006爱思唯尔有限公司保留所有权利。
Reaction of ene-bis(phosphinylallenes), derived from ene-bis(propargyl alcohols) and chlorodiphenylphosphine, was investigated. Benzene-bridged bis(phosphinylallenes) exclusively gave intramolecular [2+2] cycloadducts in the presence of dimethyl fumarate in sharp contrast to the reaction of benzene-bridged bis(sulfinylallenes), which gave the corresponding [4+2] cycloadducts. On the other hand, substituted ethylene- or five-membered heterocycle-bridged bis(phosphinylallenes) provided [4+2] cycloadducts. Reaction of benzene-bridged diallene bearing both a sulfinyl group and a phosphinyl group on the two allenyl groups was also described. (c) 2006 Elsevier Ltd. All rights reserved.