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Diastereodivergent and Regioselective Synthesis of Tetrahydrofuro[2,3-b]furans with Four Consecutive Stereocenters
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-02-23 , DOI: 10.1021/acs.joc.4c00069
Jing Zhang 1 , Wen-Na Sun 2 , Zhiwei Jiang 1 , Shi-Kun Jia 2, 3 , Guang-Jian Mei 2, 3
Affiliation  

Base-catalyzed diastereodivergent and regioselective domino processes of triketone enones with arylacetaldehydes for the synthesis of tetrahydrofuro[2,3-b]furans with four consecutive stereocenters are reported. Good yields and diastereoselectivities are obtained when DBU is employed as a catalyst; in contrast, Et3N delivers a different diastereomer in excellent diastereoselectivity. This work offers many advantages, including switchable diastereoselectivity, cheap base catalysts, and a simple operation.

中文翻译:


具有四个连续立体中心的四氢呋喃[2,3-b]呋喃的非对映发散和区域​​选择性合成



报道了三酮烯酮与芳基乙醛的碱催化非对映发散和区域​​选择性多米诺过程,用于合成具有四个连续立体中心的四氢呋喃并[2,3- b ]呋喃。使用DBU作为催化剂可以获得良好的产率和非对映选择性;相比之下,Et 3 N 则以优异的非对映选择性提供不同的非对映异构体。这项工作具有许多优点,包括可切换的非对映选择性、廉价的碱性催化剂和简单的操作。
更新日期:2024-02-23
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