Intramolecular [4+2] cycloadditions of 1,3-enynes or arylalkynes with alkenes with highly reactive cationic phosphine Au(I) complexes

Intramolecular [4+2] cycloadditions of 1,3-enynes or arylalkynes with alkenes with highly reactive cationic phosphine Au(I) complexes
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DOI:
10.1021/ja042257t
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发表时间:
2005-05-04
影响因子:
15
通讯作者:
Echavarren, AM
Echavarren, AM
中科院分区:
化学1区
文献类型:
--
作者:
Nieto-Oberhuber, C;López, S;Echavarren, AM

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含大体积联苯膦的新型Au(I)络合物是催化烯炔环化反应最活跃的催化剂。1,6-烯炔通过5-外二环化和纳扎罗夫型扩环反应得到2,3,9,9a-tetrahydro-1H-cyclopenta[b]naphthalenes。1,8-Dien-3-Ynes也通过5-外二氢途径环化生成氢化吲哚。
New Au(I) complexes with bulky, biphenyl phosphines are the most reactive catalysts for the cyclizations of enynes. 1,6-Enynes with an aryl ring at the alkyne give 2,3,9,9a-tetrahydro-1H-cyclopenta[b]naphthalenes by a 5-exo-digcyclization followed by a Nazarov-type ring expansion. 1,8-Dien-3-ynes also cyclize by a 5-exo-digpathway to form hydrindanes.