Organic synthesis is a vibrant and rapidly evolving field; chemists can now cyclize alkenes directly onto enones. Like the first five books in this series, Organic Synthesis: State of the Art 2013-2015 will lead readers quickly to the most important recent developments in a research area. This series offers chemists a way to stay abreast of what's new and exciting in organic synthesis. The cumulative reaction/transformation index of 2013-2015 outlines all significant new organic transformations over the past twelve years. Future volumes will continue to come out every two years. The 2013-2015 volume features the best new methods in subspecialties such as C-O, C-N and C-C ring construction, catalytic asymmetric synthesis, selective C-H functionalization, and enantioselective epoxidation. This text consolidates two years of Douglass Taber's popular weekly online column, "Organic Chemistry Highlights" as featured on the organic-chemistry.org website and also features cumulative indices of all six volumes in this series, going back twelve years.
Autorentext
Doug Taber is a Professor of Chemistry and Biochemistry at University of Delaware. He is an OUP author of three books in the Organic Synthesis series. Tristan Lambert is an Associate Professor of Chemistry at Columbia University.
Inhalt
Preface Organic Functional Group Interconversion and Protection 1. Organic Functional Group Interconversion 2. Organic Functional Group Interconversion 3. Organic Functional Group Interconversion 4. Oxidation 5. Functional Group Oxidation and Reduction 6. Oxidation of Organic Functional Groups 7. New Methods for Reduction and for Oxidation 8. Reductions 9. Reduction of Organic Functional Groups 10. Organic Functional Group Protection 11. Organic Functional Group Protection and Deprotection 12. Organic Functional Group Protection 13. Functional Group Protection: The Pohl Synthesis of b-1,4-Mannuronate Oligomers Flow Methods 14. Flow Chemistry: The Direct Production of Drug Metabolites 15. Developments in Flow Chemistry 16. Flow Chemistry C-H Functionalization 17. Selective Functionalization of C-H Bonds 18. C-H Functionalization: The Snyder Synthesis of (+)-Scholarisine A 19. C-H Functionalization: The Maimone Synthesis of Podophyllotoxin 20. C-H Functionalization: The Shaw Synthesis of E-d-Viniferin Carbon-Carbon Bond Construction 21. C-C Bond Construction: The Zhu Synthesis of Goniomitine 22. C-C Bond Construction: The Kingsbury Synthesis of (-)-Dihydrocuscohygrine 23. C-C Bond Construction: The Galano Synthesis of 8-F3t-Isoprostane 24. C-C Bond Construction: The Hou Synthesis of (-)-Brevipolide H Reactions of Alkenes 25. Alkenes 26. Alkene Reactions: The Xu/Loh Synthesis of Vitamin A1 27. Reactions of Alkenes 28. Reactions of Alkenes: The Usami Synthesis of (-)-Pericosine E Enantioselective Construction of Acyclic Stereogenic Centers 29. Construction of Single Stereocenters 30. Enantioselective Synthesis of Alcohols and Amines: The Zhu Synthesis of (+)-Trigonoliimine A 31. Enantioselective Synthesis of Alcohols and Amines: The Kim Synthesis of (+)-Frontalin 32. Enantioselective Synthesis of Alcohols and Amines: The Doi Synthesis of Apratoxin C 33. Construction of Alkylated Stereocenters 34. Enantioselective Construction of Alkylated Centers: The Rawal Synthesis of (+)-Fornicin C 35. Alkylated Stereogenic Centers: The Jia Synthesis of (-)-Goniomitine 36. Construction of Alkylated Stereogenic Centers: The Zhu Synthesis of (-)-Rhazinilam 37. Construction of Multiple Stereocenters 38. Arrays of Stereogenic Centers: The Yadav Synthesis of Nhatrangin A 39. Arrays of Stereogenic Centers: The Thomson Synthesis of (-)-Galcatin 40. Arrays of Stereogenic Centers: The Shin/Chandrasekhar Synthesis of (+)-Lactacystin Construction of C-O Rings 41. C-O Ring Construction. The Martín and Martín Synthesis of Teurilene 42. C-O Ring Formation 43. C-O Ring Construction: The Tong Synthesis of (-)-Aculeatin A 44. C-O Ring Construction: The Smith Synthesis of (+)-18-epi-Latrunculol A 45. C-O Ring Construction: The Oger/Lee/Galano Synthesis of 7(RS)-ST-D8-11-dihomo-Isofuran 46. C-O Ring-Containing Natural Products: Cyanolide A (Krische), Bisabosqual A (Parker), Iso-Eriobrucinol A (Hsung), Trichodermolide A (Hiroya), Batrachotoxin Core (Du Bois) 47. Total Synthesis of C-O Natural Products 48. C-O Natural Products: DihomoIsoF (Lee/Galano), Pyrenolide D (Gracza), Clavilactone A (Li), Psoracorylifol A (Tong), Bermudenynol (Kim), Aspercyclide C (Hirama) 49. C-O Ring Construction: Sauropus hexoside (Xie/Wu), (+)-Ipomeamarone (Usuki), Decytospolide A (Fujioka), Cytospolide P (Goswami), (+)-Didemniserinolipid B (Tong), Gymnothelignan N (She) 50. C-O Ring Containing Natural Products: (+)-Isatisine A (Panek), Cephalasporolide E (Sartillo-Piscil), (+)-Xestodecalactone (Jennings), Colchilomycin B (Banwell), Lactimidomycin (Georg), 5,6-Dihydrocineromycin B (Fürstner) Construction of C-N Rings 51. C-N Ring Construction: The Waser Synthesis of Jerantinine E 52. C-N Ring Construction: The Glorius Synthesis of ent-Monomorine 53. C-N Ring Construction: The Weinreb Synthesis of Myrioneurinol 54. C-N Ring Construction: The Hattori Synthesis of (+)-Spectaline 55. Alkaloid Synthesis: (-)-L-Batzellaside A (Toyooka), Limazepine A (Zemribo), (+)-Febrifugine (Pansare), Amathaspiramide F (Tambar), Allomatrine (Brown), Lyconadine C (Waters), Tabersonine (Andrade) 56. Alkaloid Synthesis: Penaresidin A (Subba Reddy), Allokainic Acid (Saicic), Sedacryptine (Rutjes), Lepistine (Yokoshima/Fukuyama), Septicine (Hanessian), Lyconadin C (Dai) 57. Alkaloid Synthesis: Indolizidine 223AB (Cha), Lepadiformine (Kim), Kainic Acid (Fukuyama), Gephyrotoxin (Smith), Premarineosin A (Reynolds) 58. Alkaloid Synthesis: (-)-a-Kainic Acid (Ohshima), Serpentine (Scheidt), (-)-Galanthamine (Jia), (+)-Trigolutes B (Gong), Sarain A (Yokoshima/Fukuyama), DZ-2384 (Harran) Substituted Benzene Derivatives 59. Preparation of Benzene Derivatives: The Yu/Baran Synthesis of (+)-Hongoquercin A 60. Substituted Benzenes: The Garg Synthesis of Tubingensin A 61. Substituted Benzenes: The Li Synthesis of Rubriflordilactone A 62. Preparation of Substituted Benzenes: The Beaudry Synthesis of Arundamine Heteroaromatic Derivatives 63. Preparation of Heterocycles: The Boukouvalas Synthesis of (-)-Auxofuran 64. Heteroaromatic Synthesis: The Tokuyama Synthesis of (-)-Rhazinilam 65. Heteroaromatics: The Zhou/Li Synthesis of Goniomitine 66. Heteroaromatic Construction: The Li Synthesis of Mycoleptodiscin A Organocatalyzed C-C Ring Construction 67. Organocatalyzed C-C Ring Construction: The Carreira Synthesis of (+)-Crotogoudin 68. Organocatalyzed C-C Ring Construction: The Jørgenson Synthesis of (+)-Estrone 69. Organocatalyzed C-C Ring Construction: The Bradshaw/Bonjoch Synthesis of (-)-Cermizine B 70. Organocatalyzed C-C Ring Construction: The Mihovilovic Synthesis of Piperenol B Metal-Mediated C-C Ring Construction 71. Metal-mediated C-C Ring Construction: The Carreira Synthesis of (+)-Asperolide C 72. Metal-Mediated C-C Ring Construction: The Sun/Lin Synthesis of Huperzine A 73. Metal-Mediated C-C Ring Construction: The Ding Synthesis of (-)-Indoxamycin B 74. Metal-Mediated C-C Ring Construction: The Lei Synthesis of (-)-Huperzine Q Intermolecular and Intramolecular Diels-Alder Reactions 75. Diels-Alder Cycloaddition: Pancratistatin (Cho), Reddy (Nootkatone), Zhang/Lee (Platensimycin), Nakada (Scabronine G), Isoglaziovianol (Trauner) 76. Diels-Alder Cycloaddition: Fawcettimine (Zhai), Sculponeatin N (Zhai), Elansolid B1 (Kirschning), Frondosin A (Wright), Kingianin H (Parker), Rufescenolide (Snyder) 77. Diels-Alder Cycloaddition: Nicolaioidesin B (Coster), Lycorine (Cho), Bucidarasin A (Nakada), Maoecrystal V (Thomson), Kuwanon J (Wulff/Lei), Vinigrol (Kaliappan) 78. Diels-Alder Cycloaddition: Sarcandralactone A (Snyder), Pseudopterosin (-)-G-J aglycone (Paddon-Row/Sherburn), IBIR-22 (Westwood), Muironol…