钯催化的烯炔酯与烯丙醇的级联分子内环化和烯丙基化反应。
Palladium-Catalyzed Cascade Intramolecular Cyclization and Allylation of Enynoates with Allylic Alcohols.
机构信息
Department of Chemistry , University of Science and Technology of China , Hefei 230026 , China.
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences , Nanyang Technological University , Singapore 637371.
出版信息
J Org Chem. 2019 Jun 7;84(11):6729-6736. doi: 10.1021/acs.joc.9b00461. Epub 2019 May 23.
A Pd(II)-catalyzed mild and highly regioselective 6- endo cyclization/allylation reaction of enynoates with simple allylic alcohols has been developed. Under mild reaction conditions, the vinyl palladium species generated in situ after cyclization could insert C-C double bond of allylic alcohol through cross-coupling reaction and lead to the formation of allyl pyrone via β-OH elimination. This cascade cross-coupling reaction represents a direct and atom economic methodology for the construction of novel allyl pyrones in moderate to good yields.
Pd(II)催化的烯炔酯与简单烯丙醇的温和、高度区域选择性的 6-endo 环化/烯丙基化反应已被开发。在温和的反应条件下，环化后原位生成的乙烯基钯物种可以通过交叉偶联反应插入烯丙醇的 C-C 双键，并通过β-OH 消除生成烯丙基吡喃酮。该级联交叉偶联反应代表了一种直接、原子经济性的方法，可中等至良好收率构建新型烯丙基吡喃酮。
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