Organic Synthesis

Douglass F. Taber, who currently lives in Philadelphia, is Professor Emeritus at the University of Delaware. Professor Taber published more than 200 articles in the field of organic chemistry, and authored eight chapters and several books. His research interests include the stereoselective synthesis of natural products, new methods in synthetic organic chemistry, and computational organometallic chemistry in organic synthesis. Tristan Lambert is a Professor of Chemistry at Columbia University, where he heads a lab with the goal of advancing the field of organic synthesis by inventing transformative new reaction tools that will increase the speed, efficiency, and selectivity with which complex molecules may be constructed.

Contents ; Preface ; Organic Functional Group Interconversion and Protection ; 1. Functional Group Transformations May 14, 2012 ; 2. Functional Group Interconversion October 22, 2012 ; 3. Functional Group Interconversion May 13, 2013 ; 4. Functional Group Interconversion October 28, 2013 ; 5. Reduction and Oxidation May 21, 2012 ; 6. Functional Group Oxidation and Reduction November 12, 2012 ; 7. Functional Group Oxidation May 20, 2013 ; 8. Functional Group Reduction May 27, 2013 ; 9. Functional Group Protection May 28, 2012 ; 10. Functional Group Protection October 29, 2012 ; 11. Functional Group Protection June 12, 2013 ; 12. Functional Group Protection November 11, 2013 ; Flow Methods ; 13. Develop of Flow Reactions September 24, 2012 ; 14. Flow Chemistry March 25, 2013 ; 15. Flow Chemistry September 30, 2013 ; C-H Functionalization ; 16. C-H Functionalization: The Ono/Kato/Dairi Synthesis of Fusiocca-1,10(14)-diene-3,8?,16-triol March 19, 2012 ; 17. C-H Functionalization September 17, 2012 ; 18. C-H Functionalization: The Hatakeyama Synthesis of (-)-Kaitocephalin January 28, 2013 ; 19. C-H Functionalization September 16, 2013 ; 20. Natural Product Synthesis by C-H Functionalization: (+-)-Allokainic Acid (Wee), (-)-Cameroonan-7?-ol (Taber), (+)-Lithospermic Acid (Yu), (-)-Manabacanine (Kroutil), Streptorubin B and Metacycloprodigiosin (Challis) January 30, 2012 ; 21. Natural Product Synthesis by C-H Functionalization: (-)-Zampanolide (Ghosh), Muraymycin D2 (Ichikawa), (+)-Sundiversifolide (Iwabuchi), (+)-Przewalskin B (Zhang/Tu), Artemisinin (Wu) June 11, 2012 ; Carbon-Carbon Bond Construction ; 22. Carbon-Carbon Bond Formation: The Bergman Synthesis of (+)-Fuligocandin B March 12, 2012 ; 23. C-C Bond Formation: The Petrov Synthesis of Combretastatin A-4 June 18, 2012 ; 24. Carbon-Carbon Bond Construction: The Baran Synthesis of (+)-Chromazonarol March 11, 2013 ; 25. Carbon-Carbon Bond Construction July 29, 2013 ; 26. Reactions Involving C-C Bond Cleavage September 23, 2013 ; Reactions of Alkenes ; 27. Reactions of Alkenes: The RajanBabu Synthesis of Pseudopterosin G-J Aglycone Dimethyl Ether March 26, 2012 ; 28. Reactions of Alkenes September 10, 2012 ; 29. Reactions of Alkenes March 18, 2013 ; 30. Synthesis and Reactions of Alkenes September 9, 2013 ; 31. Advances in Alkene Metathesis: The Kobayashi Synthesis of (+)-TMC-151C January 23, 2012 ; Enantioselective Construction of Acyclic Stereogenic Centers ; 32. Enantioselective Synthesis of Alcohols and Amines: The Ichikawa Synthesis of (+)-Geranyllinaloisocyanide February 13, 2012 ; 33. Enantioselective Synthesis of Alcohols and Amines: The Fujii/Ohno Synthesis of (+)-Lysergic Acid July 16, 2012 ; 34. Asymmetric C-Heteroatom Bond Formation February 11, 2013 ; 35. Construction of Single Stereocenters July 15, 2013 ; 36. Enantioselective Construction of Alkylated Centers: The Shishido Synthesis of (+)-Helianane February 20, 2012 ; 37. Enantioselective Synthesis of Alkylated Centers: The Fukuyama Synthesis of (-)-Histrionicotoxin July 23, 2012 ; 38. Asymmetric C-C Bond Formation February 18, 2013 ; 39. Arrays of Stereogenic Centers: The Davies Synthesis of Acosamine February 27, 2012 ; 40. Construction of Alkylated Stereocenters: The Deng Synthesis of (-)-Isoacanthodoral July 8, 2013 ; 41. Arrays of Stereogenic Centers: The Barker Synthesis of (+)-Galbelgin July 30, 2012 ; 42. Arrays of Stereogenic Centers: The Carbery Synthesis of Mycestericin G February 25, 2013 ; 43. Construction of Stereochemical Arrays July 22, 2013 ; Construction of C-O Rings ; 44. Stereoselective C-O Ring Construction: The Keck Synthesis of Bryostatin 1 January 9, 2012 ; 45. C-O Ring Construction: The Georg Synthesis of Oximidine II April 9, 2012 ; 46. C-O Ring Construction: The Reisman Synthesis of (-)-Acetylaranotin January 14, 2013 ; 47. C-O Ring Formation April 8, 2013 ; 48. C-O Ring Construction: (+)-Varitriol (Liu), (+)-Isatisine A (Panek), (+)-Herboxidiene / GEX1A (Ghosh), (-)-Englerin A (Chain), Platensimycin (Lear/Wright) January 16, 2012 ; 49. C-O Natural Products: (-)-Hybridalactone (Furstner), (+)- Anthecotulide (Hodgson), (-)-Kumausallene (Tang), (+-)-Communiol E (Kobayashi), (-)-Exiguolide (Scheidt), Cyanolide A (Rychnovsky) April 16, 2012 ; 50. C-O Ring Containing Natural Products January 21, 2013 ; 51. Total Synthesis of C-O Ring-Containing Natural Products April 15, 2013 ; Construction of C-N Rings ; 52. C-N Ring Construction: The Harrity Synthesis of Quinolizidine (-)-217A April 23, 2012 ; 53. New Methods for C-N Ring Construction November 19, 2012 ; 54. C-N Ring Construction: The Fujii/Ohno Synthesis of (-)-Quinocarcin April 22, 2013 ; 55. C-N Ring Construction: The Hoye Synthesis of (+-)-Leuconolactam November 18, 2013 ; 56. Alkaloid Synthesis: (-)-?-Kainic Acid (Cohen), Hyacinthacine A2 (Fox), (-)-Agelastatin A (Hamada), (+)-Luciduline (Barbe), (+)-Lunarine (Fan), (-)-Runanine (Herzon) April 30, 2012 ; 57. Alkaloid Synthesis: Indolizidine 207A (Shenvi), (-)-Acetylaranotin (Reisman), Flinderole A (May), Isohaouamine B (Trauner), (-)-Strychnine (MacMillan) November 26, 2012 ; 58. Alkaloid Synthesis: (+)-Deoxoprosopinine (Krishna), Alkaloid (-)-205B (Micalizio), FR901483 (Huang), (+)-Ibophyllidine (Kwon), (-)-Lycoposerramine-S (Fukuyama), (+-)-Crinine (Lautens) April 29, 2013 ; 59. Alkaloid Synthesis: Lycoposerramine Z (Bonjoch), Esermethole (Shishido), Goniomitine (Zhu), Grandisine (Taylor), Reserpine (Jacobsen) November 25, 2013 ; Substituted Benzene Derivatives ; 60. Substituted Benzenes: The Reddy Synthesis of Isofregenedadiol June 25, 2012 ; 61. Substituted Benzenes: The Alvarez-Manzaneda Synthesis of (-)-Akaol A October 8, 2012 ; 62. Substituted Benzenes: The Subba Reddy Synthesis of 7-Desmethoxyfusarentin June 17, 2013 ; 63. Substituted Benzenes: The Gu Synthesis of Rhazinal October 14, 2013 ; Heteroaromatic Derivatives ; 64. Heteroaromatic Construction: The Sperry Synthesis of (+)-Terreusinone July 9, 2012 ; 65. Heteroaromatic Construction: The Sato Synthesis of (-)-Herbindole October 15, 2012 ; 66. Advances in Heterocyclic Aromatic Construction June 24, 2013 ; 67. Synthesis of Heteroaromatics October 21, 2013 ; Organocatalyzed C-C Ring Construction ; 68. Organocatalytic Carbocyclic Construction: The You Synthesis of (-)-Mesembrine August 20, 2012 ; 69. Organocatalyzed Carbocyclic Construction: (+)-Roseophilin (Flynn) and (+)-Galbulin (Hong) December 10, 2012 ; 70. Organocatalytic C-C Ring Construction: Prostaglandin F2? (Aggarwal) August 12, 2013 ; 71. Organocatalyzed C-C Ring Construction: The Hayashi Synthesis of PGE1 Me Ester December 16, 2013 ; Metal-Mediated C-C Ring Construction ; 72. Metal-Mediated Carbocyclic Construction: The Chen Synthesis of Ageliferin August 13, 2012 ; 73. Metal-Mediated Carbocyclic Construction: The Whitby Synthesis of (+)-Mucosin December 17, 2012 ; 74. Metal-Mediated C-C Ring Construction: (+)-Shiromool (Baran) August 19, 2013 ; 75. Metal-Mediated Ring Construction: The Hoveyda Synthesis of (-)-Nakadomarin A December 9, 2013 ; Intermolecular and Intramolecular Diels-Alder Reactions ; 76. Intramolecular Diels-Alder Cycloaddition: 7-Isocyanoamphilecta-11(20),15-diene (Miyaoka), (-)-Scabronine G (Kanoh), Basiliolide B (Stoltz), Hirsutellone B (Uchiro), Echinopine A (Chen) August 27, 2012 ; 77. Diels-Alder Cycloaddition: Fawcettimine (Williams), Apiosporic Acid (Helmchen), Marginatone (Abad-Somovilla), Okilactomycin (Hoye), Vinigrol (Barriault), Plakotenin (Bihlmeier/Klopper) December 24, 2012 ; 78. Diels-Alder Cycloaddition: Defucogilvocarcin V (Bodwell), (+)-Carrisone (Danishefsky), (+)-Fusarisetin A (Theodorakis), 9?-Presilphiperfolan-1?-ol (Stoltz), 7-Isocyano-11(20), 14-epiamphilectadiene (Shenvi) August 26, 2013 ; 79. Diels-Alder Cycloaddition: (+)-Armillarivin (Banwell), Gelsemiol (Gademann), (+)-Frullanolide (Liao), Myceliothermophin A (Uchiro), Peribysin E (Reddy), Caribenol A (Li/Yang) December 23, 2013 ; Stereocontrolled C-C Ring Construction ; 80. Chloranthalactone (Liu), Rumphellaone A (Kuwahara), Lactiflorin (Bach), Echinosporin (Hale), Harveynone (Taylor), (6,7-deoxy)-Yuanhuapin (Wender) December 31, 2012 ; 81. Other Methods for C-C Ring Construction: The Liang Synthesis of Echinopine B December 30, 2013 ; Classics in Total Synthesis ; 82. The Reisman Synthesis of (+)-Salvileucalin B January 2, 2012 ; 83. The Theodorakis Synthesis of (-)-Jiadifenolide February 6, 2012 ; 84. The Yamashita/Hirama Synthesis of Cortistatin A March 5, 2012 ; 85. The Reisman Synthesis of (-)-Maoecrystal Z April 2, 2012 ; 86. The Tan/Chen/Yang Synthesis of Schindilactone A May 7, 2012 ; 87. The Garg Synthesis of (-)-N-Methylwelwitindolinone C June 4, 2012 ; 88. The Krische Synthesis of Bryostatin 7 July 2, 2012 ; 89. The Fukuyama Synthesis of Gelsemoxonine August 6, 2012 ; 90. The Carreira Synthesis of (+)-Daphmanidin E September 3, 2012 ; 91. The Qin Synthesis of (+)-Gelsemine October 1, 2012 ; 92. The Carreira Synthesis of Indoxamycin B November 5, 2012 ; 93. The Nicolaou/Li Synthesis of Tubingensin A December 3, 2012 ; 94. The Thomson Synthesis of (-)-GB17 January 7, 2013 ; 95. The Li Synthesis of (-)-Fusarisetin A February 4, 2013 ; 96. The Carreira Synthesis of (-)-Dendrobine March 4, 2013 ; 97. The Vanderwal Synthesis of Echinopine B April 1, 2013 ; 98. The Dixon Synthesis of Manzamine A May 6, 2013 ; 99. The Williams Synthesis of (-)-Khayasin June 3, 2013 ; 100. The Kuwahara Synthesis of Paspalinine July 1, 2013 ; 101. The Ma Synthesis of Gracilamine August 5, 2013 ; 102. The Carreira Synthesis of (+-)-Gelsemoxonine September 2, 2013 ; 103. The Evans Synthesis of (-)-Nakadomarin A October 7, 2013 ; 104. The Procter Synthesis of (+)-Pleuromutilin November 4, 2013 ; 105. The Harran Synthesis of (+)-Roseophilin December 2, 2013