Gold(I)-catalysed alcohol additions to cyclopropenes
Gold(I)-catalysed alcohol additions to cyclopropenes
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DOI：
10.1039/c0ob00085j
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发表时间：
2010-01-01
影响因子：
3.2
通讯作者：
Lee, Ai-Lan
中科院分区：
文献类型：
--
作者：
Hadfield, Maximillian S.;Bauer, Juergen T.;Lee, Ai-Lan
金（I）催化的醇与3，3-二取代环丙烯的加成反应以高度区域选择性和容易的方式发生，以良好的产率产生烷基叔烯丙基醚。该反应是宽容的空间位阻取代基的环丙烯以及伯和仲醇作为亲核试剂。在这篇完整的文章中，我们报告的基板范围和合理的机制，以及随后的金（I）催化的叔烯丙基醚异构化所产生的区域选择性问题。
Gold(I)-catalysed addition of alcohols to 3,3-disubstituted cyclopropenes occurs in a highly regioselective and facile manner to produce alkyl tert-allylic ethers in good yields. The reaction is tolerant of sterically hindered substituents on the cyclopropene as well as primary and secondary alcohols as nucleophiles. In this full article, we report on the substrate scope and plausible mechanism, as well as the regioselectivity issues arising from subsequent gold(I)-catalysed isomerisation of tertiary to primary allylic ethers.