Organic Synthesis: State of the Art 2003 - 2005

ISBN-13: 9780470053317 / Angielski / Twarda / 2006 / 216 str.

Douglass F. Taber

Opis

The first in a new series, this book provides chemists an effective, much-needed way to stay abreast of recent developments in organic synthesis. The 103 articles review the leading synthetic procedures developed from 2003 - 2005, discussing their significance and their applications. More than 100 reactions are covered, including Heterocycle Construction by Grubbs Metathesis, Enantioselective C-C Bond Construction, and Organic Reactions in Ionic Liquids.

Recenzje

" an excellent survey of modern synthetic transformations." ( Journal of Medicinal Chemistry, December 28, 2006)

"...definitely a book to take on a long international flight to catch up on papers you may have missed." (Organic  Process Research and Development Journal, July 2007)

Spis treści

Preface. 1. Transition metal–mediated reactions in organic synthesis. 2. Biotransformations in organic synthesis. 3. Catalytic Enantioselective Synthesis. 4. Enantioselective Synthesis of Borrelidin. 5. Enantioselective Ring Construction. 6. New Routes to Heterocycles. 7. Total Synthesis of the Galbulimima Alkaloid GB 13. 8. Total Synthesis of Ingenol. 9. Best Synthetic Methods: Functional Group Transformations. 10. New Methods for Carbon–Carbon Bond Formation. 11. Mini–Review: Organic Reactions in Ionic Liquids. 12. Adventures in Polycyclic Ring Construction. 13. Synthesis of the Mesotricyclic Diterpenoids Jatrophatrione and Citlalitrione. 14. Best Synthetic Methods: Functional Group Transformations. 15. The Grubbs Reaction in Organic Synthesis. 16. C–N Ring–Forming Reactions by Transition Metal–Catalyzed Intramolecular Alkene Hydroamination. 17. Synthesis of (+)–Phomactin A. 18. Enzymes in Organic Synthesis. 19. Adventures in Polycarbocyclic Construction. 20. Construction of Enantiomerically–Pure Heterocycles. 21. Best Synthetic Methods: Functional Group Transformations. 22. Synthesis of (+)–4,5–Deoxyneodolabelline. 23. New Methods for Carbon–Carbon Bond Formation. 24. Strategies for Enantioselective Synthesis. 25. Preparation of Cyclic Amines. 26. Enantioselective Total Synthesis of (+)–Amphidinolide T1. 27. Stereocontrolled Construction of Carbacycles. 28. Organometallic Coupling without the Metal! 29. Preparation of Enantiomerically–Pure Building Blocks. 30. Synthesis of (–)–Strychnine. 31. Pd–Mediated Coupling in Organic Synthesis: Recent Milestones. 32. Enantioselective C–C Bond Construction: Part One of Three. 33. Enantioselective C–C Bond Construction: Part Two of Three. 34. Enantioselective C–C Bond Construction: Part Three of Three. 35. Synthesis of (–)–Podophyllotoxin. 36. The Grubbs Reaction in Organic Synthesis: Part One of Three. 37. The Grubbs Reaction in Organic Synthesis: Part Two of Three. 38. The Grubbs Reaction in Organic Synthesis: Part Three of Three. 39. Synthesis of Deacetoxyalcyonin Acetate. 40. Enantioselective Ring Construction: Part One of Two. 41. Enantioselective Ring Construction: Part Two of Two. 42. Alkyne Metathesis in Synthesis: Syntheses of (+)–Ferrugine and Anatoxin–α. 43. Catalytic Asymmetric Synthesis of Quinine and Quinidine. 44. Best Synthetic Methods: Oxidation and Reduction. 45. Best Synthetic Methods: Enantioselective Oxidation and Reduction. 46. Asymmetric Nucleophilic Epoxidation. 47. Asymmetric Synthesis of Nitrogen Heterocycles. 48. Synthesis of Amphidinolide T1. 49. Enantioselective C–C Bond Construction: Part One of Two. 50. Enantioselective C–C Bond Construction: Part Two of Two. 51. Advances in Nitrogen Protection and Deprotection. 52. Enantioselective Synthesis of (+)–Tricycloclavulone. 53. Best Methods for C–C Bond Construction: Part One of Three. 54. Best Methods for C–C Bond Construction: Part Two of Three. 55. Best Methods for C–C Bond Construction: Part Three of Three. 56. Formation of Aromatic–Amino and Aromatic–Carbon Bonds. 57. Synthesis of the Dendrobatid Alkaloid 251F. 58. Enantioselective Construction of Aldol Products: Part One of Two. 59. Enantioselective Construction of Aldol Products: Part Two of Two. 60. Enantioselective α–Functionalization of Carbonyl Compounds. 61. Synthesis of (–)–Hamigeran B. 62. Catalytic C–C Bond–Forming Reactions. 63. Rare Sugars are now Readily Available Chiral Pool Starting Materials. 64. Alkyne Metathesis in Organic Synthesis. 65. Total Synthesis of (±)–Sordaricin. 66. Ru–Mediated Intramolecular Alkene Metathesis: Improved Substrate and Catalyst Design. 67. Heterocycle Construction by Grubbs Metathesis. 68. Natural Product Synthesis using Grubbs Metathesis: Lasubine II, Ingenol, and Ophirin B. 69. Synthesis of (–)–Tetrodotoxin. 70. Diastereoselective and Enantioselective Construction of Aza– Heterocycles. 71. Diastereoselective and Enantioselective Construction of Cyclic Ethers. 72. Synthesis of Heterocyclic Natural Products: (–)–Ephedradine A, (–)–α–Tocopherol, (–)–Lepadin D and (–)–Phenserine. 73. Protection of N– and O–Functional Groups. 74. Synthesis of (–)–Norzoanthamine. 75. Best Synthetic Methods: C–C Bond Formation. 76. Enantioselective Construction of Single Stereogenic Centers. 77. Enantioselective Construction of Arrays of Stereogenic Centers. 78. Synthesis of (–)–Brasilenyne. 79. Best Synthetic Methods: Functional Group Transformations. 80. Enantioselective Construction of Oxygenated and Halogenated Secondary Centers. 81. Enantioselective Construction of Aminated Secondary Centers. 82. Enantioselective Synthesis of the Polyene Antibiotic Aglycone Rimocidinolide Methyl Ester. 83. Enantioselective Transformations of Prochiral Rings. 84. Michael Reactions for Enantioselective Ring Construction. 85. Enantioselective Ring Construction by Intramolecular C–H Insertion and by Cycloaddition. 86. Best Synthetic Methods: Construction of Aromatic and Heteroaromatic Rings. 87. Enantioselective Synthesis of (+)–Epoxomycin. 88. Best Synthetic Methods: Functionalization of Aromatic and Heteroaromatic Rings. 89. Best Synthetic Methods: Oxidation. 90. Enantioselective Allylic Carbon–Carbon Bond Construction. 91. Synthesis of (+)–Cyanthawigin U. 92. Catalysts and Strategies for Alkene Metathesis. 93. N–Heterocycle Construction by Alkene Metathesis. 94. O–Heterocyclic Construction by Alkene Metathesis. 95. Alkene Metathesis in total synthesis: Valienamine, Agelastatin and Tonantzitlolone. 96. Total Synthesis of the Tetracyclines. 97. Enantioselective Construction of N–Heterocycles. 98. Stereocontrolled Construction of Cyclic Ethers. 99. Synthesis of the Proteosome Inhibitors Salinosporamide A, Omuralide and Lactacystin. 100. Synthesis of (–)–Sordaricin. 101. Recent Advances in Carbocyclic Ketone Construction. 102. Stereoselective Construction of Carbocyclic Rings. 103. Asymmetric Transformation of Prochiral Carbocyclic Rings.

O autorze

Douglass F. Taber is Professor of Chemistry at the University of Delaware, Newark, Delaware. Professor Taber received his BS from Stanford University in 1970, and his PhD from Columbia University in 1974.?Following a postdoctoral appointment with Professor Barry Trost at the University of Wisconsin, he was assistant professor at Vanderbilt University from 1975 1982, when he moved to the University of Delaware. Professor Taber has more than 170 publications in the organic chemistry field, and has authored eight book chapters and three books. His research interests include the stereoselective synthesis of natural products, new methods in synthetic organic chemistry, and computational organometallic chemistry in organic synthesis.

Blurb

A convenient, compact summary of the state of the art of organic synthesis

"These days, when such an overwhelming amount of material is published, it is convenient to be able to access summarized information and gain a quick overview of a current topic," wrote Kilian Muniz in Angewandte Chemie International Edition about Douglass Taber′s weekly "Organic Chemistry Highlights" column on the organic–chemistry.org Web site.

The first in a new series, Organic Synthesis: State of the Art 2003 2005 pulls together two years′ worth of Taber′s popular and highly–regarded column, and comprises a concise, extremely useful overview of current accomplishments in the field of organic synthesis. The 103 articles in this volume review the leading synthetic procedures developed over the last two years, discussing their significance and their applications. The more than 100 reactions covered in this First Volume of the series include:

• Heterocycle Construction by Grubbs Metathesis
• Enantioselective C–C Bond Construction
• Organic Reactions in Ionic Liquids

Enhanced by author and subject–transformation indices, Organic Synthesis: State of the Art 2003 2005 offers chemists an effective, much–needed way to stay abreast of what′s new and exciting in their field.