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Volumn 57, Issue 24, 2001, Pages 5255-5262

Oxidative polycyclization with rhenium(VII) oxides: Application of the stereoselectivity rules in the total synthesis of rollidecins C and D

(5) D'Souza, Lawrence J a Sinha, Santosh C a,b Lu, Shou Fu a Keinan, Ehud a,b Sinha, Subhash C a

a SCRIPPS RESEARCH INSTITUTE (United States)

b TECHNION ISRAEL INSTITUTE OF TECHNOLOGY (Israel)

Author keywords

Annonaceous acetogenins; Oxidative cyclization; Rhenium(VII) oxides; Rollidecin C; Rollidecin D; Trifluoroacetylperrhenate

Indexed keywords

11,12 DEHYDRO ROLLIDECIN C 4 TERT BUTYLDIPHENYLSILYL ETHER; 9,10 DEHYDRO ROLLIDECIN D 4 TERT BUTYLDIPHENYLSILYL ETHER; ACETOGENIN; ALCOHOL; CARBON; ETHER DERIVATIVE; RHENIUM COMPLEX; ROLLIDECIN C; ROLLIDECIN D; TRIFLUOROACETIC ACID; TRIFLUOROACETYLPERRHENATE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TRANSFORMATION; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0035844719 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4020(01)00381-7 Document Type: Article

Times cited : (30)

References (74)

1
- 0001296345
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 1447
- Sinha, S.C.¹ Sinha-Bagchi, A.² Keinan, E.³

2
- 0032500348
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 9076
- Sinha, S.C.¹ Keinan, E.² Sinha, S.C.³

3
- 0030856249
- (1997) Bioorg. Med. Chem. , vol.5 , pp. 1911
- Gu, Z.-M.¹ Zhou, D.² Lewis, N.J.³ Wu, J.⁴ Shi, G.⁵ McLaughlin, J.L.⁶

4
- 0030221749
- (1996) Nat. Prod. Report , pp. 275
- Zeng, L.¹ Ye, Q.² Oberlies, N.H.³ Shi, G.⁴ Gu, Z.-M.⁵ He, K.⁶ McLaughlin, J.L.⁷

5
- 0025373035
- (1990) J. Nat. Prod. , vol.53 , pp. 237
- Rupprecht, J.K.¹ Hui, Y.-H.² McLaughlin, J.L.³

6
- 0027526024
- (1993) Phytochem. Anal. , vol.4 , pp. 27
- Fang, X.-P.¹ Rieser, M.J.² Gu, Z.-H.³ Zhao, G.-X.⁴ McLaughlin, J.L.⁵

7
- 0001439593
- Arnason, J.T., Mata, R., Romeo J.T.,Eds.; Plenum Press: New York
- (1995) Recent Advances in Phytochemistry , vol.29 , pp. 249
- Gu, Z.-M.¹ Zhao, G.-X.² Olberlies, N.H.³

8
- 0000987717
- (1995) Acc. Chem Res. , vol.28 , pp. 359
- Figadére, B.¹

9
- 0028812058
- (1995) Synthesis , pp. 115
- Koert, U.¹

10
- 0030221749
- (1996) Nat Prod. Rep. , vol.13 , pp. 275
- Zeng, L.¹ Ye, Q.² Oberlies, N.H.³ Shi, G.⁴ Gu, Z.M.⁵ He, K.⁶ McLaughlin, J.L.⁷

11
- 0030625527
- (1997) Prog. Chem. Org. Nat. Prod. , vol.70 , pp. 81
- Cave, A.¹ Figadere, B.² Laurens, A.³ Cortes, D.⁴

12
- 0031509011
- (1997) Isr. J. Chem. , vol.37 , pp. 97
- Marshall, J.A.¹ Hinkle, K.W.² Hagedorn, C.E.³

13
- 0031769362
- (1998) Chemtracts , vol.11 , pp. 803
- Casiraghi, G.¹ Zanardi, F.² Battistini, L.³ Rassu, G.⁴ Appendino, G.⁵

14
- 0032891112
- and references cited therein
- (1999) J. Nat Prod. , vol.62 , pp. 504
- Alali, F.W.¹ Liu, X.-X.² McLaughlin, J.L.³

15
- 49149144140
- (1982) Phytochemistry , vol.21 , pp. 2783
- Leboeuf, M.¹ Cave, A.² Bhunik, P.K.³ Mukherjee, B.⁴ Mukherjee, R.⁵

16
- 0000843364
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 9369
- Hoye, T.R.¹ Hanson, P.R.² Kovelesky, A.C.³ Ocain, T.D.⁴ Zhuang, Z.⁵

17
- 0027160842
- (1993) Tetrahedron Lett. , vol.34 , pp. 5043
- Hoye, T.R.¹ Hanson, P.R.²

18
- 0028211501
- (1994) Tetrahedron Lett. , vol.35 , pp. 2517
- Koert, U.¹

19
- 0028912767
- (1995) Tetrahedron Lett. , vol.36 , pp. 1981
- Hoye, T.R.¹ Tan, L.²

20
- 0029101243
- (1995) J. Org. Chem. , vol.60 , pp. 4419
- Naito, H.¹ Kawahara, E.² Maruta, K.³ Maeda, M.⁴ Sasaki, S.⁵

21
- 0029923916
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 1801
- Hoye, T.R.¹ Ye, Z.²

22
- 0031573966
- (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2632
- Trost, B.M.¹ Calkins, T.L.² Bochet, C.G.³

23
- 0030821863
- (1997) J. Org. Chem. , vol.62 , pp. 5989
- Marshall, J.A.¹ Hinkle, K.W.²

24
- 0030760490
- (1997) J. Org. Chem. , vol.62 , pp. 5996
- Marshall, J.A.¹ Chen, M.²

25
- 0032510370
- (1998) Tetrahedron Lett. , vol.39 , pp. 1303
- Marshall, J.A.¹ Hinkle, K.W.²

26
- 0033525058
- (1999) J. Org. Chem. , vol.64 , pp. 971
- Marshall, J.A.¹ Jiang, H.²

27
- 0032820683
- (1999) J. Nat. Prod. , vol.62 , pp. 1123
- Marshall, J.A.¹ Jiang, H.²

28
- 0032890472
- (1999) Tetrahedron Lett. , vol.40 , pp. 49
- Ruan, Z.¹ Mootoo, D.R.²

29
- 0033551834
- (1999) Tetrahedron Lett. , vol.40 , pp. 5979
- Emde, U.¹ Koert, U.²

30
- 0034084222
- (2000) Eur. J. Org. Chem. , vol.10 , pp. 1889
- Emde, U.¹ Koert, U.²

31
- 0030037718
- (1996) J. Org. Chem. , vol.61 , pp. 4247
- Marshall, J.A.¹ Hinkle, K.W.²

32
- 0039816953
- (1997) J. Org. Chem. , vol.62 , pp. 3428
- Figadere, B.¹ Peyrat, J.-F.² Cave, A.³

33
- 0032549530
- (1998) J. Org. Chem. , vol.63 , pp. 2049
- Zhang, H.¹ Seepersaud, M.² Seepersaud, S.³ Mootoo, D.R.⁴

34
- 21944442123
- (1998) Bull. Korean Chem. Soc. , vol.19 , pp. 115
- Lee, S.¹ Lee, Y.-S.² Park, G.³ Choi, S.R.⁴ Yoon, S.-H.⁵

35
- 0032869715
- (1999) J. Chem. Res., Synop. , pp. 482
- El Sukkari, H.¹ Renoux, B.² Bertrand, P.³ Gesson, J.-P.⁴

36
- 0033516435
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 2551
- Tian, S.-K.¹ Wang, Z.-M.² Jiang, J.-K.³ Shi, M.⁴

37
- 0033053330
- (1999) Synthesis , pp. 330
- Bertrand, P.¹ El Sukkari, H.² Gesson, J.-P.³ Renoux, B.⁴

38
- 0033534337
- (1999) Tetrahedron Lett. , vol.40 , pp. 193
- Jan, S.-T.¹ Li, K.² Vig, S.³ Rudolph, A.⁴ Uckun, F.M.⁵

39
- 0034616281
- (2000) J. Org. Chem. , vol.65 , pp. 2048
- Zanardi, F.¹ Battistini, L.² Rassu, G.³ Auzzas, L.⁴ Pinna, L.⁵ Marzocchi, L.⁶ Acquotti, D.⁷ Casiraghi, G.⁸

40
- 0027310241
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 4891
- Sinha, S.C.¹ Keinan, E.²

41
- 0028880734
- (1995) Tetrahedron Lett. , vol.36 , pp. 9257
- Sinha, S.C.¹ Sinha-Bagchi, A.² Yazbak, A.³ Keinan, E.⁴

42
- 0029826078
- (1996) J. Org. Chem. , vol.61 , pp. 7640
- Sinha, S.C.¹ Sinha, A.² Yazbak, Y.³ Keinan, E.⁴

43
- 0001380701
- (1997) Pure. Appl. Chem. , vol.69 , pp. 423
- Keinan, E.¹ Sinha, A.² Yazbak, A.³ Sinha, S.C.⁴ Sinha, S.C.⁵ Keinan, E.⁶

44
- 0032555397
- (1998) J. Org. Chem. , vol.63 , pp. 5863
- Yazbak, A.¹ Sinha, S.C.² Keinan, E.³

45
- 0032508861
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 11279
- Neogi, P.¹ Doundoulakis, T.² Yazbak, A.³ Sinha, S.C.⁴ Sinha, S.C.⁵ Keinan, E.⁶

46
- 0033515546
- (1999) J. Org. Chem. , vol.64 , pp. 2381
- Sinha, A.¹ Sinha, S.C.² Sinha, S.C.³ Keinan, E.⁴

47
- 0033578698
- (1999) J. Org. Chem. , vol.64 , pp. 7067
- Sinha, S.C.¹ Sinha, S.C.² Keinan, E.³

48
- 0034703192
- (2000) J. Org. Chem. , vol.65 , pp. 6035
- Avedissian, H.¹ Sinha, S.C.² Yazbak, A.³ Sinha, A.⁴ Neogi, P.⁵ Sinha, S.C.⁶ Keinan, E.⁷

49
- 33947086629
- (1973) J. Org. Chem. , vol.38 , pp. 2143
- Sullivan, G.R.¹ Dale, J.A.² Mosher, H.S.³

50
- 2142858450
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 4092
- Ohtani, I.¹ Kusumi, T.² Kashman, Y.³ Kakisawa, H.⁴

51
- 0027054720
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 10203
- Rieser, M.J.¹ Hui, Y.-H.² Rupprecht, J.K.³ Kozlowski, J.F.⁴ Wood, K.V.⁵ McLaughlin, J.L.⁶ Hanson, P.R.⁷ Zhuang, Z.⁸ Hoye, T.R.⁹

52
- 0027182618
- (1993) Life Sciences , vol.53 , pp. 1113
- Ahammadsahib, K.I.¹ Hollingworth, R.M.² McGovern, P.J.³ Hui, Y.-H.⁴ McLaughlin, J.L.⁵

53
- 0028318990
- (1994) Biochem. J. , vol.301 , pp. 161
- Degli Esposti, M.¹ Ghelli, A.² Ratta, M.³ Cortes, D.⁴

54
- 0028326253
- (1994) Biochem. Soc. Trans. , vol.22 , pp. 230
- Hollingworth, R.M.¹ Ahammadsahib, K.I.² Gadelhak, G.³ McLaughlin, J.L.⁴

55
- 0028896375
- (1995) Life Sciences , vol.56 , pp. 343
- Morré, D.J.¹ De Cabo, R.² Farley, C.³ Oberlies, N.H.⁴ McLaughlin, J.L.⁵

56
- 0028267301
- (1994) FEBS Lett. , vol.339 , pp. 40
- Wolvetang, E.J.¹ Johnson, K.L.² Krauer, K.³ Ralph, S.J.⁴ Linnane, A.W.⁵

57
- 0031437614
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 12014
- Sinha, S.C.¹ Sinha, A.² Sinha, S.C.³ Keinan, E.⁴

58
- 0001373911
- Ojima, I., Ed.; VCH Publishers Inc: New York
- (1993) Catalytic Asymmetric Synthesis , pp. 103
- Johnson, R.A.¹ Sharpless, K.B.²

59
- 18844410382
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 5765
- Gao, Y.¹ Hanson, R.M.² Klunder, J.M.³ Ko, S.Y.⁴ Masamune, H.⁵ Sharpless, K.B.⁶

60
- 0001685085
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 741
- Johnson, W.S.¹ Werthemann, L.² Bartlett, W.R.³ Brocksom, T.J.⁴ Li, T.⁵ Faulkner, D.J.⁶ Peterson, M.R.⁷

61
- 0000649099
- (1997) J. Org. Chem. , vol.62 , pp. 1976
- Daub, G.W.¹ Edwards, J.P.² Okada, C.R.³ Allen, J.W.⁴ Maxey, C.T.⁵ Wells, M.S.⁶ Goldstein, A.S.⁷ Dibley, M.J.⁸ Wang, C.J.⁹ Ostercamp, D.P.¹⁰ Chung, S.¹¹ Cunningham, P.S.¹² Berliner, M.A.¹³

62
- 0026651519
- (1992) Tetrahedron Lett. , vol.33 , pp. 3729
- Tang, S.¹ Kennedy, R.M.²

63
- 0026674887
- (1992) Tetrahedron Lett. , vol.33 , pp. 5299
- Tang, S.¹ Kennedy, R.M.²

64
- 0026784836
- (1992) Tetrahedron Lett. , vol.33 , pp. 5303
- Tang, S.¹ Kennedy, R.M.²

65
- 0028278198
- (1994) Tetrahedron Lett. , vol.35 , pp. 5133
- Boyce, R.S.¹ Kennedy, R.M.²

66
- 0000916953
- (1995) J. Org. Chem. , vol.60 , pp. 5750
- McDonald, F.E.¹ Towne, T.B.²

67
- 0030847206
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 6022
- Towne, B.T.¹ McDonald, F.E.²

68
- 0032577030
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 4017
- Sinha, S.C.¹ Sinha, S.C.² Keinan, E.³

69
- 0020774684
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 3594
- Cane, D.E.¹ Celmer, W.D.² Westley, J.W.³

70
- 0000458209
- (1993) Chem. Rev. , vol.93 , pp. 1307
- Hoveyda, A.H.¹ Evans, D.A.² Fu, G.C.³

71
- 0026080579
- (1991) Tetrahedron , vol.47 , pp. 2591
- Townsend, C.¹ Basak, A.²

72
- 0025348318
- (1990) Helv. Chim. Acta , vol.73 , pp. 239-259
- Dyer, U.C.¹ Russell, S.T.² Robinson, J.A.³

73
- 0000854029
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 2476-2478
- Evans, D.A.¹ DiMare, M.²

74
- 0022004981
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 1996-1997
- VanMiddlesworth, F.¹ Patel, D.V.² Donaubauer, J.³ Gannett, P.⁴ Sih, C.⁵

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