| Novel Stereoselective Synthesis of (E)-a,b-Unsaturated Esters by the Tandem Reaction of Deprotonation-Oxidation-Wittig Reaction from Phosphonium and Arsonium Salt |
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| 作者姓名： | Ruo Jun SUN Hui JIANG Zhi Zhen HUANG* |
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| 作者单位： | Ruo Jun SUN，Hui JIANG，Zhi Zhen HUANG* Department of Chemistry，Zhejiang University，Hangzhou 310027 |
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| 基金项目： | We thank the National Natural Science Foundation of China for financial support of the project 29972036 and the Foundation of Educational Ministry for the Scholars Returning from Abroad. . |
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| 摘 要： | Wittigreactionisoneofthemostimportantmethodfortheformationofcarbon-carbondoublebondandhasbeenwidelyusedinthesynthesisofnaturalproducts1,2.Recentlyitwasfoundthatalcoholscanundergoinsituoxidation-Wittigreactionwithphosponiumylidestogivecorrespondingolefinationproducts,whichhasgreatpotentialutilitiesinorganicsynthesis3.Tosimplifytheprocedureofthereactionfurther,weconsideredtocombinethedeprotonationofylide,oxidationofalcoholandWittigreactionintoonetandemreaction.Weutilizedphosphoniumorarsoniumsal…
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Novel Stereoselective Synthesis of (E)-a,b-Unsaturated Esters by the Tandem Reaction of Deprotonation-Oxidation-Wittig Reaction from Phosphonium and Arsonium Salt |
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| Ruo Jun SUN,Hui JIANG,Zhi Zhen HUANG*.Novel Stereoselective Synthesis of (E)-a,b-Unsaturated Esters by the Tandem Reaction of Deprotonation-Oxidation-Wittig Reaction from Phosphonium and Arsonium Salt[J].Chinese Chemical Letters,2003(3). |
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| Authors: | Ruo Jun SUN Hui JIANG Zhi Zhen HUANG |
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| Institution: | Ruo Jun SUN,Hui JIANG,Zhi Zhen HUANG* Department of Chemistry,Zhejiang University,Hangzhou 310027 |
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| Abstract: | Phosphonium or arsonium salt 1 can undergo the tandem reaction of deprotonation -oxidation-Wittig reaction with alcohol 2 in the presence of sodium hydroxide and manganese dioxide, which affords a general simplified method for the stereoselective synthesis of (E)- a, b-unsaturated esters 3. |
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| Keywords: | Phosphonium salt arsonium salt alcohol ylide a b-unsaturated esters Wittig reaction tadem reaction synthesis |
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