Copper-Catalyst-Controlled Site-Selective Allenylation of Ketones and Aldehydes with Propargyl Boronates
Copper-Catalyst-Controlled Site-Selective Allenylation of Ketones and Aldehydes with Propargyl Boronates
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DOI：
10.1021/ol400124f
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发表时间：
2013-03-15
期刊：
影响因子：
5.2
通讯作者：
Senanayake, Chris H.
中科院分区：
文献类型：
--
作者：
Fandrick, Keith R.;Ogikubo, Junichi;Senanayake, Chris H.
研究了一种实用的、高度选择性的铜-聚苯乙烯催化剂控制的硼丙酯丙烯化反应。该方法已显示出对多种酮和醛的耐受性，提供高选择性的烯基加合物。BPE配体和硼酸取代基对丙炔基或烯基加合物的选择性具有指导作用。提出了一个解释位点选择性起源的模型。
A practical and highly site-selective copper-PhBPE-catalyst-controlled allenylation with propargyl boronates has been developed. The methodology has shown to be tolerant of diverse ketones and aldehydes providing the allenyl adducts in high selectivity. The BPE ligand and boronate substituents were shown to direct the site selectivity for which either propargyl or allenyl adducts can be acquired in high selectivity. A model is proposed that explains the origin of the site selectivity.