Iridium-Catalyzed Coupling Reaction of Primary Alcohols with 2-Alkynes Leading to Hydroacylation Products
Iridium-Catalyzed Coupling Reaction of Primary Alcohols with 2-Alkynes Leading to Hydroacylation Products
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DOI：
10.1002/chem.200902646
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发表时间：
2010-01-01
影响因子：
4.3
通讯作者：
Ishii, Yasutaka
中科院分区：
文献类型：
--
作者：
Hatanaka, Shintaro;Obora, Yasushi;Ishii, Yasutaka
以较高的区域选择性将伯醇或醛与2-炔烃进行分子间偶联反应，以较高的区域选择性合成了α，β-不饱和酮等氢酰化产物。反应的机理研究有力地表明，偶联反应首先生成高烯丙醇，然后脱氢成β，伽马不饱和酮，然后异构化，从而产生氢酰化产物。
A novel iridium-catalyzed intermolecular coupling reaction of primary alcohols or aldehydes with 2-alkynes was successfully achieved with high regioselectivity to give hydroacylation products such as alpha,beta-unsaturated ketones in good yields. The mechanistic investigation of the reaction strongly indicated that the coupling proceeds through the initial formation of homoallylic alcohols followed by dehydrogenation to beta,gamma-unsaturated ketones and then isomerisation, which leads to the hydroacylation products.