Modern developments in magnesium reagent chemistry for synthesis

Topics in Organometallic Chemistry

Volumn 45, Issue , 2013, Pages 103-140

  Mulvey, Robert E ^a   Robertson, Stuart D ^a  

^a UNIVERSITY OF STRATHCLYDE   (United Kingdom)

Author keywords

Alkali metal; Deprotonation; Magnesiate; Synthesis; Turbo Grignard Reagents

Indexed keywords

EID: 84881331406     PISSN: 14366002     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-3-642-36270-5_4     Document Type: Article

References (114)

1. Grignard V (1901) Ann Chim 24:433
2. Seyferth D (2009) Organometallics 28:1598
3. Tidwell TT (2001) Angew Chem Int Ed 40:331
4. Schlenk W, Schlenk W Jr (1929) Chem Ber 62:920
5. Meunier L (1903) CR Hebd Seances Acad Sci 136:758
6. Hauser CR, Walker HG Jr (1947) J Am Chem Soc 69:295
7. Frostick FC Jr, Hauser CR (1949) J Am Chem Soc 71:1350
8. Hauser CR, Yost RS, Ringler BI (1949) J Org Chem 14:261
9. Olofson RA, Dougherty CM (1973) J Am Chem Soc 95:581
10. Lappert MF, Slade MJ, Singh A, Atwood JL, Rogers RD, Shakir R (1983) J Am Chem Soc 105:302
11. Eaton PE, Lee C-H, Xiong Y (1989) J Am Chem Soc 111:8018
12. Schlecker W, Huth A, Ottow E, Mulzer J (1995) J Org Chem 60:8414
13. Kondo Y, Yoshida A, Sakamoto T (1996) J Chem Soc Perkin Trans 1:2331
14. Shilai M, Kondo Y, Sakamoto T (2001) J Chem Soc Perkin Trans 1:442
15. Barr L, Kennedy AR, MacLellan JG, Moir JH, Mulvey RE, Rodger PJA (2000) Chem Commun: 1757
16. Kawachi A, Nagae S, Onoue Y, Harada O, Yamamoto Y (2011) Chem Eur J 17:8005
17. Whisler MC, MacNeil S, Snieckus V, Beak P (2004) Angew Chem Int Ed 43:2206
18. Gupta L, Hoepker AC, Singh KJ, Collum DB (2009) J Org Chem 74:2231
19. Ma Y, Hoepker AC, Gupta L, Faggin MF, Collum DB (2010) J Am Chem Soc 132:15610
20. Krasovskiy A, Knochel P (2004) Angew Chem Int Ed 43:3333
21. Baron O, Knochel P (2005) Angew Chem Int Ed 44:3133
22. Ren H, Krasovskiy A, Knochel P (2004) Org Lett 6:4215
23. Ren H, Krasovskiy A, Knochel P (2005) Chem Commun: 543
24. Krasovskiy A, Krasovskaya V, Knochel P (2006) Angew Chem Int Ed 45:2958
25. García-Álvarez P, Graham DV, Hevia E, Kennedy AR, Klett J, Mulvey RE, O'Hara CT, Weatherstone S (2008) Angew Chem Int Ed 47:8079
26. Armstrong DR, Garci'a-Álvarez P, Kennedy AR, Mulvey RE, Parkinson JA (2010) Angew Chem Int Ed 49:3185
27. Fraser RR, Mansour TS (1984) J Org Chem 49:3443
28. Wada A, Yamamoto J, Kanatomo S (1987) Heterocycles 26:585
29. Mosrin M, Boudet N, Knochel P (2008) Org Biomol Chem 6:3237
30. Lin W, Baron O, Knochel P (2006) Org Lett 8:5673
31. Jaric M, Haag BA, Unsinn A, Karaghiosoff K, Knochel P (2010) Angew Chem Int Ed 49:5451
32. Boudet N, Lachs JR, Knochel P (2007) Org Lett 9:5525
33. Mosrin M, Knochel P (2009) Chem Eur J 15:1468
34. Piller FM, Knochel P (2009) Org Lett 11:445
35. Kunz T, Knochel P (2011) Chem Eur J 17:866
36. Tanaka S, Tamba S, Tanaka D, Sugie A, Mori A (2011) J Am Chem Soc 133:16734
37. Tamba S, Mitsuda S, Tanaka F, Sugie A, Mori A (2012) Organometallics 31:2263
38. Verhelst T, Maes J, Liu Z, Sergeyev S, Maes BUW (2011) J Org Chem 76:6670
39. Bresser T, Knochel P (2011) Angew Chem Int Ed 50:1914
40. Hirone N, Sanjiki H, Tanaka R, Hata T, Urabe H (2010) Angew Chem Int Ed 49:7762
41. Wunderlich SH, Bresser T, Dunst C, Monzon G, Knochel P (2010) Synthesis 15:2670
42. Rohbogner CJ, Wunderlich SH, Clososki GC, Knochel P (2009) Eur J Org Chem: 1781
43. Piller FM, Bresser T, Fischer MKR, Knochel P (2010) J Org Chem 75:4365
44. Wunderlich SH, Kienle M, Knochel P (2009) Angew Chem Int Ed 48:7256
45. Wunderlich SH, Knochel P (2009) Angew Chem Int Ed 48:9717
46. Jeganmohan M, Knochel P (2010) Angew Chem Int Ed 49:8520
47. Metzger A, Bernhardt S, Manolikakes G, Knochel P (2010) Angew Chem Int Ed 49:4665
48. Wittig G, Meyer FJ, Lange G (1951) Justus Liebigs Ann Chem 571:167
49. Tochtermann W (1997) Liebigs Ann/Recueil: I-XXI
50. Tochtermann W (1966) Angew Chem Int Ed 5:351
51. Coates GE, Heslop JA (1968). J Chem Soc (A):514
52. Seitz LM, Brown TL (1966) J Am Chem Soc 88:4140
53. Hurd DT (1948) J Org Chem 13:711
54. Weiss E (1993) Angew Chem Int Ed Engl 32:1501
55. Kitagawa K, Inoue A, Shinokubo H, Oshima K (2000) Angew Chem Int Ed 39:2481
56. Inoue A, Kitagawa K, Shinokubo H, Oshima K (2001) J Org Chem 66:4333
57. Xu J, Jain N, Sui Z (2004) Tetrahedron Lett 45:6399
58. Dumouchel S, Mongin F, Trécourt F, Quéguiner G (2003) Tetrahedron Lett 44:2033
59. Dumouchel S, Mongin F, Trécourt F, Quéguiner G (2003) Tetrahedron Lett 44:3877
60. Dumouchel S, Mongin F, Trécourt F, Quéguiner G (2003) Tetrahedron 59:8629
61. Iida T, Wada T, Tomimoto K, Mase T (2001) Tetrahedron Lett 42:4841
62. Catel D, Chevallier F, Mongin F, Gros PC (2012) Eur J Org Chem: 53
63. Catel D, Payen O, Chevallier F, Mongin F, Gros PC (2012) Tetrahedron 68:4018
64. Kondo J, Inoue A, Shinokubo H, Oshima K (2001) Angew Chem Int Ed 40:2085
65. Inoue A, Kondo J, Shinokubo H, Oshima K (2002) Chem Eur J 8:1730
66. Thomas GL, Ladlow M, Spring DR (2004) Org Biomol Chem 2:1679
67. Sos'nicki JG (2009) Synlett: 2508
68. Inoue A, Kitagawa K, Shinokubo H, Oshima K (2000) Tetrahedron 56:9601
69. Liu M, Kamienski C, Morton M, Fetters LJ (1986) J Macromol Sci Pure Appl Chem A 23:1387
70. Hsieh HL, Wang IW (1986) Macromolecules 19:299
71. Maréchal J-M, Carlotti S, Shcheglova L, Deffieux A (2004) Polymer 45:4641
72. Hsueh M-L, Ko B-T, Athar T, Lin C-C, Wu T-M, Hsu S-F (2006) Organometallics 25:4144
73. Honeyman GW, Kennedy AR, Mulvey RE, Sherrington DC (2004) Organometallics 23:1197
74. Hatano M, Matsumura T, Ishihara K (2005) Org Lett 7:573
75. Sos'nicki JG (2005) Tetrahedron Lett 46:4295
76. Sos'nicki JG (2007) Tetrahedron 63:11862
77. Sos'nicki JG (2006) Tetrahedron Lett 47:6809
78. Sos'nicki JG, Struk L (2009) Synlett: 1812
79. Fleming FF, Gudipati V, Steward OW (2002) Org Lett 4:659
80. Fleming FF, Gudipati V, Steward OW (2003) Tetrahedron 59:5585
81. Kikuchi M, Niikura S, Chiba N, Terauchi N, Asaoka M (2007) Chem Lett 36:736
82. Awad H, Mongin F, Trécourt F, Quéguiner G, Marsais F, Blanco F, Abarca B, Ballesteros R (2004) Tetrahedron Lett 45:6697
83. Bayh O, Awad H, Mongin F, Hoarau C, Trécourt F, Quéguiner G, Marsais F, Blanco F, Abarca B, Ballesteros R (2005) Tetrahedron 61:4779
84. Bayh O, Awad H, Mongin F, Hoarau C, Bischoff L, Trécourt F, Quéguiner G, Marsais F, Blanco F, Abarca B, Ballesteros R (2005) J Org Chem 70:5190
85. Bentabed-Ababsa G, Blanco F, Derdour A, Mongin F, Trécourt F, Quéguiner G, Ballesteros R, Abarca B (2009) J Org Chem 74:163
86. Conway B, Hevia E, Kennedy AR, Mulvey RE (2007) Chem Commun: 2864
87. Bellamy E, Bayh O, Hoarau C, Trécourt F, Quéguiner G, Marsais F (2010) Chem Commun 46:7043
88. Andrikopoulos PC, Armstrong DR, Hevia E, Kennedy AR, Mulvey RE, O'Hara CT (2005) Chem Commun: 1131
89. Mongin F, Bucher A, Bazureau JP, Bayh O, Awad H, Trécourt F (2005) Tetrahedron Lett 46:7989
90. Hawad H, Bayh O, Hoarau C, Trécourt F, Quéguiner G, Marsais F (2008) Tetrahedron 64:3236
91. Awad H, Mongin F, Trécourt F, Quéguiner G, Marsais F (2004) Tetrahedron Lett 45:7873
92. Hatano M, Ishihara K (2008) Synthesis: 1647
93. Hatano M, Suzuki S, Ishihara K (2010) Synlett: 321
94. Hatano M, Suzuki S, Ishihara K (2006) J Am Chem Soc 128:9998
95. Murakami K, Yorimitsu H, Oshima K (2009) J Org Chem 74:1415
96. Studte C, Breit B (2008) Angew Chem Int Ed 47:5451
97. Hevia E, Chua JZ, Garci'a-Álvarez P, Kennedy AR, McCall MD (2010) Proc Nat Acad Sci USA 107:5294
98. Armstrong DR, Clegg W, García-Álvarez P, McCall MD, Nuttall L, Kennedy AR, Russo L, Hevia E (2011) Chem Eur J 17:4470
99. Armstrong DR, Clegg W, García-Álvarez P, Kennedy AR, McCall MD, Russo L, Hevia E (2011) Chem Eur J 17:8333
100. Forret R, Kennedy AR, Klett J, Mulvey RE, Robertson SD (2009) Organometallics 29:1436
101. Armstrong DR, Kennedy AR, Mulvey RE, Rowlings RB (1999) Angew Chem Int Ed 38:131
102. Hevia E, Gallagher DJ, Kennedy AR, Mulvey RE, O'Hara CT, Talmard C (2004) Chem Commun: 2422
103. Armstrong DR, Clegg W, Dale SH, Graham DV, Hevia E, Hogg LM, Honeyman GW, Kennedy AR, Mulvey RE (2007) Chem Commun: 598
104. Andrikopoulos PC, Armstrong DR, Graham DV, Hevia E, Kennedy AR, Mulvey RE, O'Hara CT, Talmard C (2005) Angew Chem Int Ed 44:3459
105. Kennedy AR, Mulvey RE, O'Hara CT, Robertson GM, Robertson SD (2011) Angew Chem Int Ed 50:8375
106. Andrews PC, Kennedy AR, Mulvey RE, Raston CL, Roberts BA, Rowlings RB (2000) Angew Chem Int Ed 39:1960
107. Clegg W, Henderson KW, Kennedy AR, Mulvey RE, O'Hara CT, Rowlings RB, Tooke DM (2001) Angew Chem Int Ed 40:3902
108. Andrikopoulos PC, Armstrong DR, Clegg W, Gilfillan CJ, Hevia E, Kennedy AR, Mulvey RE, O'Hara CT, Parkinson JA, Tooke DM (2004) J Am Chem Soc 126:11612
109. García-Álvarez J, Graham DV, Hevia E, Kennedy AR, Mulvey RE (2008) Dalton Trans: 1481
110. Clegg W, Conway B, Garci'a-Álvarez P, Kennedy AR, Mulvey RE, Russo L, Sassmannshausen J, Tuttle T (2009) Chem Eur J 15:10702
111. Mulvey RE, Blair VL, Clegg W, Kennedy AR, Klett J, Russo L (2010) Nat Chem 2:588
112. Kennedy AR, Klett J, Mulvey RE, Wright DS (2009) Science 326:706
113. Crosbie E, García-Álvarez P, Kennedy AR, Klett J, Mulvey RE, Robertson SD (2010) Angew Chem Int Ed 49:9388
114. Blair VL, Clegg W, Kennedy AR, Livingstone Z, Russo L, Hevia E (2011) Angew Chem Int Ed 50:9857