Total syntheses of kelsoene and preussin

Topics in Current Chemistry

Volumn 243, Issue , 2005, Pages 1-42

  Basler, Birte ^a   Brandes, Sebastian ^a   Spiegel, Anja ^a   Bach, Thorsten ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

Alkaloids; Natural products; Photochemistry; Terpenes; Total synthesis

Indexed keywords

EID: 33544456836     PISSN: 03401022     EISSN: None     Source Type: Book Series    
DOI: 10.1007/b96880     Document Type: Review

References (104)

1. König GM, Wright AD (1997) J Org Chem 62:3837
2. Nabeta K, Yamamoto K, Hashimoto M, Koshino H, Funatsuki KJ, Katoh K (1998) J Chem Soc Chem Commun 1485
3. Warmers U, Wihstutz K, Bülow N, Fricke C, König WA (1998) Phytochemistry 49:1723
4. Warmers U, König WA (1999) Phytochemistry 52:1519
5. Nabeta K, Yamamoto M, Koshino H, Fukui H, Fukushi Y, Tahara S (1999) Biosci Biotechnol Biochem 63:1772
6. Nabeta K, Yamamoto M, Fukushima K, Katoh K (2000), J Chem Soc Perkin Trans 1:2703
7. Mehta G, Srinivas K (1999) Synlett 555
8. Mehta G, Srinivas K (1999) Tetrahedron Lett 40:4877
9. Fietz-Razavian S, Schulz S, Dix I, Jones PG (2001) J Chem Soc Chem Commun 2154
10. Fietz-Razavian S (2001) PhD thesis, Technische Universität Braunschweig
11. Piers E, Orellana A (2001) Synthesis 2138
12. Mehta G, Srinivas K (2001) Tetrahedron Lett 42:2855
13. Henry PM, Davies M, Ferguson G, Phillips S, Restivo R (1974) J Chem Soc Chem Commun 112
14. Ito Y, Hirao T, Saegusa T (1978) J Org Chem 43:1011
15. Dauben WG, Michno DM (1977) J Org Chem 42:682
16. Wolinsky J, Wolf H, Gibson T (1963) J Org Chem 28:274
17. Wolinsky J, Eustache EJ (1972) J Org Chem 37:3376
18. Magnus P, Roy G (1979) J Chem Soc Chem Comm 822
19. Magnus P, Roy G (1982) Organometallics 1:553
20. Taguchi H, Tanaka S, Yamamoto H, Nozaki H (1973) Tetrahedron Lett 2465
21. Lombardo L (1982) Tetrahedron Lett 23:4293
22. Lombardo L (1987) Org Synth 65:81
23. Zhang L, Koreeda M (2002) Org Lett 4:3755
24. Mann G, Muchall HM (1997) Cyclobutanes: synthesis by rearrangement of the carbon framework. In: de Meijere A (ed) Methods of organic chemistry (Houben-Weyl), 4th edn, vol E 17e. Thieme Verlag, Stuttgart, p 233
25. Wenkert E, Bakuzis P, Baumgarten RJ, Leicht CL, Schenk HP (1971) J Am Chem Soc 93:3208
26. Klinkmüller KD, Marschall H, Weyerstahl P (1975) Chem Ber 108:191
27. Erman WF, Treptow RS, Bakuzis P, Wenkert E (1971) J Am Chem Soc 93:657
28. Reetz MT, Kindler A (1995) J Organomet Chem 502:C5-C7
29. Koreeda M (2003) (personal communication)
30. Trost BM, Organ MG (1994) J Am Chem Soc 116:10320
31. Bach T, Pelkmann C, Harms K (1999) Tetrahedron Lett 40:2103
32. Bach T, Krüger C, Harms K (2000) Synthesis 305
33. Steiner G, Bach A, Bialojan S, Greger G, Hege HG, Höger T, Jochims K, Munschauer R, Neumann B Teschendorf HJ, Traut M, Unger L, Gross G (1998) Drugs Fut 23:191
34. Salomon RG, Coughlin DJ, Ghosh S, Zagorski MG (1982) J Am Chem Soc 104:998
35. Salomon RG, Ghosh S, Raychaudhuri SR, Miranti TS (1984) Tetrahedron Lett 25:3167
36. Steiner G, Munschauer R, Klebe G, Siggel L (1995) Heterocycles 40:319
37. Tietze LF, Beifuß U, Ruther M, Rühlmann A, Antel J, Sheldrick GM (1988) Angew Chem 100:1200;
38. (1988) Angew Chem Int Ed 27:1186
39. Spiegel A (2002) PhD thesis, Technische Universität München
40. Salomon RG, Sachinvala ND, Roy S, Basu B, Raychaudhuri SR, Miller DB, Sharma RB (1991) J Am Chem Soc 113:3085
41. Langer K, Mattay J, Heidbreder A, Möller M (1992) Liebigs Ann Chem 257
42. Bach T, Spiegel A (2002) Eur J Org Chem 645
43. Shizuri Y, Suyama K, Yamamura S (1986) J Chem Soc Chem Commun 63
44. Chu A, Mander LN (1988) Tetrahedron Lett 29:2727
45. Corey EJ, Guzman-Perez A, Loh TP (1994) J Am Chem Soc 116:3611
46. Mičková R, Syhora K (1965) Coll Czech Chem Comun 30:2771
47. Desai MC, Singh J, Chawla HPS, Dev S (1981) Tetrahedron 37:2935
48. Bach T, Spiegel A (2002) Synlett 1305
49. Lovey RG, Saksena AK, Girijavallabhan VM (1994) Tetrahedron Lett 35:6047
50. Morgan B, Dodds DR, Zaks A, Andrews DR, Klesse R (1997) J Org Chem 62:7736
51. Schwartz RE, Liesch J, Hensens O, Zitano L, Honeycutt S, Garrity G, Fromtling RA, Onishi J, Monaghan R (1988) J Antibiot 41:1774
52. Johnson JH, Phillipson DW, Kahle AD (1989) J Antibiot 42:1184
53. Kasahara K, Yoshida M, Eishima J, Takesako K, Beppu T, Horinouchi S (1997) J Antibiot 50:267
54. Achenbach TV, Slater EP, Brummerhop H, Bach T, Müller R (2000) Antimicrob Agents Chemother 44:2794
55. Okue M, Watanabe H, Kitahara T (2001) Tetrahedron 57:4107
56. Okue M, Watanabe H, Kasahara K, Yoshida M, Horinouchi S, Kitahara T (2002) Biosci Biotechnol Biochem 66:1093
57. Overhand M, Hecht SM (1994) J Org Chem 59:4721
58. McGrane PL, Livinghouse T (1993) J Am Chem Soc 115:11485
59. Veeresa G, Datta A (1998) Tetrahedron 54:15673
60. Krasiński A, Gruza H, Jurczak J (2001) Heterocycles 54:581
61. Lee K-Y, Kim Y-H, Oh C-Y, Ham W-H (2000) Org Lett 2:4041
62. Beier C, Schaumann E (1997) Synthesis 1296
63. Luly JR, Dellaria JF, Plattner JJ, Soderquist JL, Yi N (1987) J Org Chem 52:1487
64. Caldwell JJ, Craig D, East SP (2001) Synlett 1602
65. Kadota I, Saya S, Yamamoto Y (1997) Heterocycles 46:335
66. Pak CS, Lee GH (1991) J Org Chem 56:1128
67. Yoda H, Yamazaki H, Takabe K (1996) Tetrahedron Asymmetry 7:373
68. de Armas P, García-Tellado F, Marrero-Tellado JJ, Robles J (1998) Tetrahedron Lett 39:131
69. Dong H-Q, Lin G-Q (1997) Chin Chem Lett 8:693
70. Dong H-Q, Lin G-Q (1998) Chin J Chem 16:458
71. Hatakeyama S, Sakurai K, Takano S (1985) Chem Commun 1759
72. Hoffmann RW (2003) Angew Chem 115:1128;
73. (2003) Angew Chem Int Ed 42:1096
74. Verma R, Ghosh SK (1997) Chem Commun 1601
75. Verma R, Ghosh SK (1999) J Chem Soc Perkin Trans 1:265
76. Deng W, Overman LE (1994) J Am Chem Soc 116:11241
77. Shimazaki M, Okazaki R Nakajima F, Ishikawa T, Ohta A (1993) Heterocycles 36:1823
78. Kanazawa A, Gillet S, Delair P, Greene AE (1998) J Org Chem 63:4660
79. Hausherr A (2001) PhD thesis, Freie Universität Berlin
80. Paternò E, Chieffi G (1909) Gazz Chim Ital 39(1):341
81. Büchi G, Inman CG, Lipinsky ES (1954) J Am Chem Soc 76:4327
82. Freilich SC, Peters KS (1985) J Am Chem Soc 107:3819
83. Bach T, Jödicke K (1993) Chem Ber 126:2457
84. Bach T (1995) Liebigs Ann 855
85. Bach T (1996) Angew Chem 108:976;
86. (1996) Angew Chem Int Ed 35:884
87. Bach T, Schröder J (1999) J Org Chem 64:1265
88. Bach T (1995) Liebigs Ann 1045
89. Bach T, Bergmann H, Brummerhop H, Lewis W, Harms K (2001) Chem Eur J 7:4512
90. Sobin BA, Tanner FW (1954) J Am Chem Soc 76:4053
91. Sakamoto K, Tsuji E, Abe F, Nakanishi T, Yamashita M, Shigematsu N, Izumi S, Okuhara M (1996) J Antibiot 49:37
92. Carpes MJS, Miranda PCML, Correia CRD (1997) Tetrahedron Lett 38:1869
93. Bach T, Brummerhop H (1998) Angew Chem 110:3577;
94. (1998) Angew Chem Int Ed 37:3400
95. Bach T, Brummerhop H, Harms K (2000) Chem Eur J 6:3838
96. Ackermann J, Matthes M, Tamm C (1990) Helv Chim Acta 73:122
97. Matthes M, Tamm C (1991) Helv Chim Acta 74:1585
98. Hardegger E, Ott H (1955) Helv Chim Acta 38:312
99. Silverman RB, Levy MA (1980) J Org Chem 45:815
100. Shono T, Matsumura Y, Tsubata K, Sugihara Y, Yamane S-I, Kanazawa T, Aoki T (1982) J Am Chem Soc 104:6697
101. Dieter RK, Sharma RR (1996) J Org Chem 61:4180
102. Gassman PG, Burns SJ (1988) J Org Chem 53:5574
103. Bach T, Brummerhop H (1999) J Prakt Chem 341:312
104. Gaulon C, Dhal R, Dujardin G (2003) Synthesis 2269