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二茂铁衍生的双功能膦催化α-取代烯酮与烯酮的不对称氧杂-[4+2]环加成反应

Ferrocene Derived Bifunctional Phosphine-Catalyzed Asymmetric Oxa-[4+2] Cycloaddition of α-Substituted Allenones with Enones.

作者信息

Wang Huamin, Lu Weike, Zhang Junliang

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, P. R. China.

出版信息

Chemistry. 2017 Oct 4;23(55):13587-13590. doi: 10.1002/chem.201703368. Epub 2017 Sep 4.

DOI:10.1002/chem.201703368
PMID:28833826
Abstract

An efficient ferrocene-derived bifunctional phosphine-catalyzed enantioselective oxa-[4+2] cycloaddition of α-substituted allenones with a broad range of enones is investigated for the preparation of stereodefined dihydropyrans in good to excellent yields (up to 99 %) and excellent enantioselectivity (up to 99 % ee). Furthermore, a series of valuable chiral polyheterocyclic frameworks can be efficiently achieved in good yields with excellent enantioselectivities.

摘要

研究了一种高效的二茂铁衍生双功能膦催化α-取代烯酮与多种烯酮的对映选择性氧杂-[4+2]环加成反应,用于制备立体定向二氢吡喃,产率良好至优异(高达99%),对映选择性优异(高达99% ee)。此外,一系列有价值的手性多杂环骨架能够以良好的产率和优异的对映选择性高效地实现。

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