使用Cu(OTf)₂-双膦配合物的串联烯烃迁移和普林斯环化反应：功能化四氢吡喃的改进合成方法
A Tandem Olefin Migration and Prins Cyclization Using Cu(OTf)(2)-Bisphosphine Complexes: An Improved Synthesis of Functionalized Tetrahydropyrans.
作者信息
Ghosh Arun K, Nicponski Daniel R, Kass Jorden
机构信息
Department of Chemistry and Department of Medicinal Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, United States.
出版信息
Tetrahedron Lett. 2012 Jul 18;53(29):3699-3702. doi: 10.1016/j.tetlet.2012.04.006. Epub 2012 Apr 9.
Abstract
In situ-generated (bis-DPPMB)-Cu(OTf)(2) complex has been examined to catalyze a tandem olefin migration and Prins cyclization of an alkenol with various aldehydes. The reaction proceeded with electron-rich aromatic aldehydes at room temperature and provided functionalized tetrahydropyrans in good yields. An efficient synthesis of the bis-DPPMB ligand has also been described.
摘要
已对原位生成的（双 - DPPMB）- 铜（三氟甲磺酸盐）（2）配合物进行了研究，以催化链烯醇与各种醛的串联烯烃迁移和普林斯环化反应。该反应在室温下与富电子芳香醛发生，以良好的产率提供了功能化的四氢吡喃。还描述了双 - DPPMB配体的有效合成方法。
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引用本文的文献
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Diastereoselective Synthesis of Substituted Tetrahydropyrans by Copper(II)-Bisphosphine-Catalyzed Olefin Migration and Prins Cyclization.
Synthesis (Stuttg). 2012 Dec;44(23):3579-3589. doi: 10.1055/s-0032-1317495.
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