The 'Hirao reduction' revisited: a procedure for the synthesis of terminal vinyl bromdies by the reduction of 1,1-dibromoalkenes

Abbas Sahar; Hayes Christopher J.; Worden Stephen

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The 'Hirao reduction' revisited: a procedure for the synthesis of terminal vinyl bromdies by the reduction of 1,1-dibromoalkenes

机译：再谈“平尾还原”：一种通过还原1,1-二溴烯烃合成末端乙烯基溴的方法

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A convenient procedure for the synthesis of vinyl bromides is described, which involves the selective reduction of the corresponding, 1,1-dibromoalkenes with dimethylphosphite and triethylamine. The 1,1-dibromoalkenes are obtained in excellent yields from the corresponding aldehydes via olefination with carbon tetrabromide and triphenylphosphine.

机译：描述了一种方便的合成乙烯基溴的方法，该方法包括用亚磷酸二甲酯和三乙胺选择性还原相应的1,1-二溴代烯烃。通过与四溴化碳和三苯基膦的烯烃反应，从相应的醛以优异的产率获得1，1-二溴烯烃。

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《Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry》 |2000年第17期|共5页
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Abbas Sahar; Hayes Christopher J.; Worden Stephen;
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1. The 'Hirao reduction' revisited: a procedure for the synthesis of terminal vinyl bromdies by the reduction of 1,1-dibromoalkenes [J] . Abbas Sahar, Hayes Christopher J., Worden Stephen Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2000,第17期

机译：再谈“平尾还原”：一种通过还原1,1-二溴烯烃合成末端乙烯基溴的方法
2. A new and facile method for stereoselective synthesis of (E)-styryl bromides by the reduction of 1,1-dibromoalkenes using LiAlH4-EtOAc (1 : 1) [J] . Horibe H, Kondo K, Okuno H, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2004,第7期

机译：使用LiAlH4-EtOAc（1：1）还原1,1-二溴代烯烃来立体选择性合成（E）-苯乙烯基溴的新方法
3. Practical Procedures for the Preparation of N-tert-Butyldimethylsilylhydrazones and Their Use in Modified Wolff-Kishner Reductions and in the Synthesis of Vinyl Halides and gem-Dihalides [J] . Michael E. Furrow, Andrew G. Myers Journal of the American Chemical Society . 2004,第17期

机译：制备N-叔丁基二甲基甲硅烷基hydr的实用程序及其在改性Wolff-Kishner还原反应中的应用以及在乙烯基卤化物和宝石二卤化物的合成中的应用
4. Synthesis of β-(N-hydroxylamino)sulfones or thiomorpholine 1,1-dioxides via reductive 1,4-additions to vinyl or divinyl sulfones(Abstracts) [C] . Joon Hee Han, Sun Jung Lee, Jung June Lee European Symposium on Organic Chemistry . 2007

机译：通过还原1,4-加入乙烯基或二乙烯基砜（摘要）来合成β-（N-羟氨基）砜或二氧化硫1,1-二氧化氧化物（摘要）
5. Part 1. Synthesis and bioassay of SNF analogues Part 2. 1,2-addition of organometallic reagents to unprotected juglones and progress toward the synthesis of ravidomycins Part 3. Synthesis of cis-alkenes via a novel copper-mediated cross-coupling of 1,1-dibromoalkenes and halides. [D] . Wang, Pei. 2010

机译：第1部分。SNF类似物的合成和生物测定。第2部分。将有机金属试剂1,2-加成到未保护的聚醚类化合物中，并发展合成雷维霉素。第3部分。通过新型的铜介导的1的交叉偶联合成顺式烯烃。 1-二溴代烯烃和卤化物。
6. 8-vinyl reduction and chlorophyll a biosynthesis in higher plants. [O] . B J Whyte, W T Griffiths 1993

机译：高等植物中的8乙烯基还原和叶绿素a生物合成。
7. Practical Procedures for the Preparation of N-tert-Butyldimethylsilylhydrazones and Their Use in Modified Wolff-Kishner Reductions and in the Synthesis of Vinyl Halides and gem-Dihalides [O] . -1

机译：制备N-叔丁基二甲基甲酰基甲酰基的实用程序及其在改性的Wolff-Kishner减少和乙烯基卤化物的合成中使用
8. Birch Reduction of the Dichlorocarbene Adduct of poly(1,1-dimethyl-1-sila-cis-pent-3-ene)(C12C-1): Synthesis and Characterization of poly(1,1-dimethyl-3,4-methylene-1-sila-cis-pent-3-ene) (CH2-1) [R] . Zhou, Q., Weber, W. P. 1989

机译：桦木还原聚（1,1-二甲基-1-硅杂 - 顺 - 戊-3-烯）（C12C-1）的二氯卡宾加合物：聚（1,1-二甲基-3,4-亚甲基）的合成与表征-1-硅杂 - 顺式 - 戊-3-烯）（CH2-1）

The 'Hirao reduction' revisited: a procedure for the synthesis of terminal vinyl bromdies by the reduction of 1,1-dibromoalkenes

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