Organic Synthesis: State of the Art, 2013-2015: 2013-2015

ISBN : 9780190646165

Douglass F. Taber; Tristan Lambert
360 ページ
156 x 235 mm

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.



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 Martin and Martin 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 (Furstner)
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 Jorgenson 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), Muironolide A (Zakarian), Platencin (Banwell), Chatancin (Maimone)

Stereocontrolled C-C Ring Construction
79. Other Methods for C-C Ring Construction: Pinolinone (Bach), Agelastatin A (Batey), Panaginsene (Lee), Salvileucalin D, Salvileucalin C (Ding), ent-Codeine (Hudlicky), Walsucochin B (Xie/Shi)
80. Carbocyclic Ring Construction: The Nicolaou Synthesis of Myceliothermophin E

Classics in Total Synthesis
81. The Inoue Synthesis of 19-Hydroxysarmentogenin
82. The Nakada Synthesis of (+)-Ophiobolin A
83. The Herzon Synthesis of (-)-Acutumine
84. The Njardarson Synthesis of Vinigrol
85. The Gin Synthesis of Neofinaconitine
86. The Li Synthesis of Daphenylline
87. The Baran Synthesis of Ingenol
88. The Furstner Synthesis of Amphidinolide F
89. The Deslongchamps Synthesis of (+)-Cassaine
90. The Kan Synthesis of the Streptomyces Alkaloid SB-203207
91. The Trost Synthesis of (-)-Lasonolide A
92. The Fukuyama Synthesis of (-)-Lepenine
93. The Smith Synthesis of (-)-Calyciphylline N
94. The Paterson Synthesis of (-)-Leiodermatolide
95. The Fuwa Synthesis of Didemnaketal B
96. The Lee Synthesis of (-)-Crinipellin A
97. The Snyder Synthesis of Psylloborine A
98. The Morken Synthesis of (+)-Discodermolide
99. The Trauner Synthesis of (-)-Nitidasin
100. The Hoveyda Synthesis of Disorazole C1
101. The Smith Synthesis of (-)-Nodulisporic Acid D
102. The Sato/Chida Synthesis of Paclitaxel (TaxolRG)
103. The Johnson Synthesis of Paspaline
104. The Ding Synthesis of Steenkrotin A


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.