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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
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
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。