Lithium Diisopropylamide-Mediated Carbolithiation Reactions of Vinylidenecyclopropanes and Further Transformations of the Adducts

Lu JM; Shi M

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Lithium Diisopropylamide-Mediated Carbolithiation Reactions of Vinylidenecyclopropanes and Further Transformations of the Adducts

机译：二异丙基氨基锂介导的亚乙烯基环丙烷的羰基化反应和加合物的进一步转化

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Highly stereo- and regioselective carbolithiation reactions of vinylidenecyclopropanes 1 were realized by treatment with lithium diisopropylamide (LDA) in THF and by quenching with various electrophiles such as aryl or aliphatic aldehydes, ketones, enones or propargyl bromide. Transformation of these adducts such as vinylcyclopropenes and allenols was also performed in the presence of Lewis acid or Bronsted acid to provide the fused and conjugated aromatic products in good to high yields under mild conditions.

机译：通过在THF中用二异丙基酰胺锂（LDA）处理并用各种亲电试剂如芳基或脂族醛，酮，烯酮或炔丙基溴淬灭，可以实现亚乙烯基环丙烷1的高度立体选择性和区域选择性的碳锂化反应。这些加合物如乙烯基环丙烯和烯丙醇的转化也在路易斯酸或布朗斯台德酸的存在下进行，以在温和的条件下以高至高收率提供熔融和共轭的芳族产物。

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《Chemistry: A European journal》 |2009年第24期|共9页
作者
Lu JM; Shi M;
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正文语种 eng
中图分类应用化学;
关键词
allenols; Bronsted acids; carbolithiation reactions; electrophilic addition; Lewis acids;

机译：烯丙醇;布朗斯台德酸;碳化反应;亲电加成;路易斯酸;

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1. Lithium Diisopropylamide-Mediated Carbolithiation Reactions of Vinylidenecyclopropanes and Further Transformations of the Adducts [J] . Lu JM, Shi M Chemistry: A European journal . 2009,第24期

机译：二异丙基氨基锂介导的亚乙烯基环丙烷的羰基化反应和加合物的进一步转化
2. LDA-mediated cascade carbolithiation reactions of vinylidenecyclopropanes with enones and N-sulfonated imines as well as nitroalkene and (phenylmethylidene)malononitrile [J] . Lu B.-L., Lu J.-M., Shi M. European journal of organic chemistry . 2012,第3期

机译：LDA介导的亚乙烯基环丙烷与烯酮和N-磺化亚胺以及硝基烯烃和（苯甲叉基）丙二腈的级联羰基化反应
3. LDA-mediated domino carbolithiation reactions of vinylidenecyclopropanes with but-3-yn-2-one and 1-phenylprop-2-yn-1-one [J] . Bei-Li Lu, Jian-Mei Lu, Min Shi Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2010,第2期

机译：LDA介导的亚乙烯基环丙烷与but-3-yn-2-one和1-phenylprop-2-yn-1-one的多米诺烷碳化反应
4. ENANTIOSELECTIVE CARBOLITHIATION CASCADE REACTIONS(Abstracts) [C] . Anne-Marie L. Hogan, Donal F. OShea European Symposium on Organic Chemistry . 2007

机译：对映选择性的盲骨体级联反应（摘要）
5. Mechanistic studies of lithium diisopropylamide-mediated ortholithiations under nonequilibrium conditions [D] . Liang, Jun 2014

机译：非平衡条件下锂二异丙基酰胺介导的正锂基化的机理研究
6. Lithium Diisopropylamide-Mediated Reactions of Imines Unsaturated Esters Epoxides and Aryl Carbamates: Influence of Hexamethylphosphoramide and Ethereal Cosolvents on Reaction Mechanisms [O] . Yun Ma, David B. Collum -1

机译：亚胺不饱和酯环氧化物和芳基氨基甲酸酯的锂二异丙基酰胺介导的反应：六甲基磷酰胺和空灵共溶剂对反应机理的影响
7. Lithium Diisopropylamide-Mediated Reactions of Imines, Unsaturated Esters, Epoxides, and Aryl Carbamates: Influence of Hexamethylphosphoramide and Ethereal Cosolvents on Reaction Mechanisms [O] . -1

机译：锂二异丙基酰胺介导的亚胺，不饱和酯，环氧化物和芳基氨基甲酸酯的反应：六甲基磷酰胺和醚溶剂对反应机制的影响

Lithium Diisopropylamide-Mediated Carbolithiation Reactions of Vinylidenecyclopropanes and Further Transformations of the Adducts

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