Ruthenium in organic synthesis

Ruthenium in organic synthesis
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发表时间:
2004
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通讯作者:
村橋 俊一
村橋 俊一
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其他
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作者:
村橋 俊一

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前言.撰稿人名单1.引言(S.-I.Murahashi)氢化和转移加氢(M.Kitamura和R.Noyori).2.1简介.2.2加氢.2.3转移加氢.2.4包括注释3.3.氧化反应(S.-I.Murahashi和N.Komiya)3.1简介3.2脱氢氧化3.3 RuO43.4在RuO43.4催化剂和氧化剂中的氧化3.5结论4.1.引言.4.2C-C键形成涉及Ruthenacyclopentadiene/Ruthenacyclopentatriene.4.3 C-C键形成,涉及红曲环戊烯。4.4C-C键形成,涉及红曲环戊烷。4.5C-C键形成,涉及红曲环戊二酮和红曲环丁烯酮。4.6结论5.通过p-烯丙基Ru中间体形成碳-碳键(T.Kondo和T.Mitsudo)5.1简介5.2α-烯丙基Ru络合物的合成、结构和反应活性5.3通过pi-烯丙基Ru中间体的催化反应。6.Ru催化的烯烃歧化反应(R.H.格拉布斯和T.M.Trnka)6.1介绍6.2 Ru催化的烯烃歧化反应催化剂6.3 Ru催化的烯烃歧化反应在有机合成中的应用6.4总结7.Ru催化的环丙化(H.Nishiyama).7.1导论.7.2不对称催化环丙化.7.3非不对称催化环丙化.7.4卡宾-络合物及机理.7.5结论.与炔的亲核加成和通过乙烯中间体(C.Fischmeister、C.Bruneau和P.H.Dixneuf)的反应.8.1介绍.8.2 O-亲核试剂的添加.8.3 N-亲核试剂的添加.8.4 P-亲核试剂的添加:氢膦.8.5氢硅烷化.8.6 C-H键与炔的添加.8.7结论9.通过sp2 C-H、sp2 C-H、sp3 C-H和C-卤键活化的Ru催化反应(F.Kakiuchi和N.Chatani)。9.1介绍。9.2 sp2 C-H键的活化9.3醛中的C-H键与C-C多键的加成及相关反应。9.4 sp3 C-H键的活化。9.5乙炔中的spC-H键与C-C多键的加成。9.6涉及碳-卤键断裂的催化反应9.7结论10.Ru-Lewis酸催化的反应(R.F.R.Jazzar和E.P.昆迪格)10.1导论10.2醚、缩醛、羧酸衍生物和环氧化物10.3 Ru促进的C=O和C“N键的加成10.4有机硫衍生物的活化10.5氟的卤代取代10.6环加成反应11.Ru催化的与CO和CO2的反应(T.Mitsudo和T.Kondo)11.1导论11.2与一氧化碳的反应11.3与二氧化碳的反应12.有机底物的异构化。12.1导论。12.2烯醇异构化为醛和酮。12.3丙叉醇和醚的异构化。12.4官能化烯烃的异构化。12.5 1,6-烯和1,6-二烯的环异构化。12.6仲醇的外消旋。12.7格拉布斯催化剂促进的烯烃异构化。13。13.2有机合成中Ru催化的Kharasch加成(ATRA)13.3有机合成中Ru催化的分子内Kharasch加成(ATRC)13.4Ru催化的磺酰氯与有机合成中的烯烃的加成13.5Ru催化的有机卤化物和磺酰氯在聚合物合成中的加成:ATRP.13.6综述和展望14.Ru催化的键断裂反应(S.Komiya和M.Hirano)。14.1导论。14.2C-H键活化反应。14.3C-C键活化反应。14.4其他单键的断裂反应。14.5结论。索引。
Preface.List of Contributors.1. Introduction (S.-I. Murahashi).2. Hydrogenation and Transfer Hydrogenation (M. Kitamura and R. Noyori).2.1 Introduction.2.2 Hydrogenation.2.3 Transfer Hydrogenation.2.4 Concluding Remarks.3. Oxidation Reactions (S.-I. Murahashi and N. Komiya).3.1 Introduction.3.2 Dehydrogenative Oxidation.3.3 Oxidation with RuO43.4 Oxidation with Ruthenium Complex Catalysts and Oxidants.3.5 Conclusions.4. Carbon-Carbon Bond Formations via Ruthenacycle Intermediates (Y. Yamamoto and K. Itoh).4.1 Introduction.4.2 C-C Bond Formations Involving Ruthenacyclopentadiene/Ruthenacyclopentatriene.4.3 C-C Bond Formations Involving Ruthenacyclopentene.4.4 C-C Bond Formations Involving Ruthenacyclopentane.4.5 C-C Bond Formations Involving Ruthenacyclopentenedione and Ruthenacyclobutenone.4.6 Conclusion.5. Carbon-Carbon Bond Formation via p-Allylruthenium Intermediates (T. Kondo and T. Mitsudo).5.1 Introduction.5.2 Synthesis, Structure, and Reactivity of alpha-Allylruthenium Complexes.5.3 Catalytic Reactions via pi-Allylruthenium Intermediates.6. Ruthenium-Catalyzed Olefin Metathesis (R. H. Grubbs and T. M. Trnka).6.1 Introduction.6.2 Ruthenium Olefin Metathesis Catalysts.6.3 Applications of Ruthenium-Catalyzed Olefin Metathesis in Organic Synthesis.6.4 Summary.7. Ruthenium-Catalyzed Cyclopropanation (H. Nishiyama).7.1 Introduction.7.2 Asymmetric Catalytic Cyclopropanation.7.3 Non-Asymmetric Catalytic Cyclopropanation.7.4 Carbene-Complexes and Mechanisms.7.5 Conclusions.8. Nucleophilic Additions to Alkynes and Reactions via Vinylidene Intermediates (C. Fischmeister, C. Bruneau, and P. H. Dixneuf).8.1 Introduction.8.2 Addition of O-Nucleophiles.8.3 Addition of N-nucleophiles.8.4 Addition of P-Nucleophiles: Hydrophosphination.8.5 Hydrosilylation.8.6 Addition of C-H Bond to Alkynes.8.7 Conclusions.9. Ruthenium-Catalyzed Reactions via sp C-H, sp2 C-H, sp3 C-H, and C-Halogen Bond Activations (F. Kakiuchi and N. Chatani).9.1 Introduction.9.2 Activation of sp2 C-H Bonds.9.3 Addition of C-H Bonds in Aldehydes to C-C Multiple Bonds and Related Reactions.9.4 Activation of sp3 C-H Bonds.9.5 Addition of sp C-H Bonds in Acetylenes to C-C Multiple Bonds.9.6 Catalytic Reactions Involving Carbon-Halogen Bond Cleavage.9.7 Conclusions.10. Ruthenium Lewis Acid-Catalyzed Reactions (R. F. R. Jazzar and E. P. Kundig).10.1 Introduction.10.2 Ethers, Acetals, Carboxylic Acid Derivatives, and Epoxides.10.3 Ru-Promoted Additions to C=O and C"N Bonds.10.4 Activation of Organo-Sulfur Derivatives.10.5 Halide Substitution for Fluoride.10.6 Cycloaddition Reactions.11. Ruthenium-Catalyzed Reactions with CO and CO2 (T. Mitsudo and T. Kondo).11.1 Introduction.11.2 Reactions with Carbon Monoxide.11.3 Reactions with Carbon Dioxide.12. Isomerization of Organic Substrates Catalyzed by Ruthenium Complexes (H. Suzuki and T. Takao).12.1 Introduction.12.2 Isomerization of Alkenyl Alcohols to Aldehydes and Ketones.12.3 Isomerization of Propargyl Alcohols and Ethers.12.4 Isomerization of Functionalized Alkenes.12.5 Cycloisomerization of 1,6-Enynes and 1,6-Dienes.12.6 Racemization of Secondary Alcohols.12.7 Olefin Isomerization Promoted by the Grubbs Catalyst.13. Ruthenium-Promoted Radical Reactions (H. Nagashima).13.1 Introduction and Historical Background.13.2 Ruthenium-catalyzed Kharasch Addition (ATRA) in Organic Synthesis.13.3 Ruthenium-catalyzed Intramolecular Kharasch Addition (ATRC) in Organic Synthesis.13.4 Ruthenium-catalyzed Addition of Sulfonyl Chlorides to Alkenes in Organic Synthesis.13.5 Ruthenium-catalyzed Addition of Organic Halides and Sulfonylchlorides in Polymer Synthesis: ATRP.13.6 Summary and Perspective.14. Ruthenium-Catalyzed Bond Cleavage Reactions (S. Komiya and M. Hirano).14.1 Introduction.14.2 C-H Bond Activation Reactions.14.3 C-C Bond-Activation Reactions.14.4 Cleavage Reactions of Other Single Bonds.14.5 Conclusions.Index.