SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 6, Issue 7, 2008, Pages 1170-1172

Approach to the hyacinthacines: First non-chiral pool synthesis of (+)-hyacinthacine A1

(6) Reddy, P Venkatram a Veyron, Amaël a Koos, Peter a Bayle, Alexandre a Greene, Andrew E a Delair, Philippe a

a UNIVERSITÉ JOSEPH FOURIER (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOADDITION; OXIDATION; SYNTHESIS (CHEMICAL);

DIASTEREOSELECTIVE DIHYDROXYLATION; HYACINTHACINES; TAMAO-FLEMING OXIDATION;

ORGANIC COMPOUNDS;

EID: 41149096037 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b800445e Document Type: Article

Times cited : (46)

References (62)

1
- 0034607947
- -1680
- N. Asano R. J. Nash R. J. Molyneux G. W. J. Fleet Tetrahedron: Asymmetry 2000 11 1645 1680
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 1645
- Asano, N.¹ Nash, R.J.² Molyneux, R.J.³ Fleet, G.W.J.⁴

2
- 0034512968
- -4696
- T. D. Butters R. A. Dwek F. M. Platt Chem. Rev. 2000 100 4683 4696
- (2000) Chem. Rev. , vol.100 , pp. 4683
- Butters, T.D.¹ Dwek, R.A.² Platt, F.M.³

3
- 3242889734
- -361
- I. Robina A. J. Moreno-Vargas A. T. Carmona P. Vogel Curr. Drug Metab. 2004 5 329 361
- (2004) Curr. Drug Metab. , vol.5 , pp. 329
- Robina, I.¹ Moreno-Vargas, A.J.² Carmona, A.T.³ Vogel, P.⁴

4
- 33748708627
- -10302
- E. Borges de Melo A. da Silva Gomes I. Carvalho Tetrahedron 2006 62 10277 10302
- (2006) Tetrahedron , vol.62 , pp. 10277
- Borges De Melo, E.¹ Da Silva Gomes, A.² Carvalho, I.³

5
- 33748661509
- -1052
- S. Gerber-Lemaire L. Juillerat-Jeanneret Mini-Rev. Med. Chem. 2006 6 1043 1052
- (2006) Mini-Rev. Med. Chem. , vol.6 , pp. 1043
- Gerber-Lemaire, S.¹ Juillerat-Jeanneret, L.²

6
- 0035171364
- -3092
- P. Compain O. R. Martin Bioorg. Med. Chem. 2001 9 3077 3092
- (2001) Bioorg. Med. Chem. , vol.9 , pp. 3077
- Compain, P.¹ Martin, O.R.²

7
- 4444352920
- -1233
- T. Ayad Y. Genisson M. Baltas Curr. Org. Chem. 2004 8 1211 1233
- (2004) Curr. Org. Chem. , vol.8 , pp. 1211
- Ayad, T.¹ Genisson, Y.² Baltas, M.³

8
- 20444432200
- For reviews on pyrrolizidines, see: -2191
- M. S. M. Pearson M. Mathé-Allainmat V. Fargeas J. Lebreton Eur. J. Org. Chem. 2005 2159 2191
- (2005) Eur. J. Org. Chem. , pp. 2159
- Pearson, M.S.M.¹ Mathé-Allainmat, M.² Fargeas, V.³ Lebreton, J.⁴

9
- 0036910440
- -781
- J. R. Liddell Nat. Prod. Rep. 2002 19 773 781
- (2002) Nat. Prod. Rep. , vol.19 , pp. 773
- Liddell, J.R.¹

10
- 0034890346
- -447
- J. R. Liddell Nat. Prod. Rep. 2001 18 441 447
- (2001) Nat. Prod. Rep. , vol.18 , pp. 441
- Liddell, J.R.¹

11
- 0033779460
- -462
- J. R. Liddell Nat. Prod. Rep. 2000 17 455 462
- (2000) Nat. Prod. Rep. , vol.17 , pp. 455
- Liddell, J.R.¹

12
- 0032856633
- -507
- J. R. Liddell Nat. Prod. Rep. 1999 16 499 507
- (1999) Nat. Prod. Rep. , vol.16 , pp. 499
- Liddell, J.R.¹

13
- 0032143883
- -370
- J. R. Liddell Nat. Prod. Rep. 1998 15 363 370
- (1998) Nat. Prod. Rep. , vol.15 , pp. 363
- Liddell, J.R.¹

14
- 77957042630
- S. W. Pelletier, Elsevier Science, Oxford, pp. 345-376. For a review on polyhydroxylated pyrrolizidines, see:
- R. J. Nash, A. A. Watson and N. Asano, in Alkaloids: Chemical & Biological Perspectives, ed., S. W. Pelletier, Elsevier Science, Oxford, 1996, vol. 11, ch. 5, pp. 345-376
- (1996) Alkaloids: Chemical & Biological Perspectives, Ed.
- Nash, R.J.¹ Watson, A.A.² Asano In, N.³

15
- 0036214511
- -243
- H. Yoda Curr. Org. Chem. 2002 6 223 243
- (2002) Curr. Org. Chem. , vol.6 , pp. 223
- Yoda, H.¹

16
- 0000370446
- -5528
- A. E. Greene F. Charbonnier Tetrahedron Lett. 1985 26 5525 5528
- (1985) Tetrahedron Lett. , vol.26 , pp. 5525
- Greene, A.E.¹ Charbonnier, F.²

17
- 0032504134
- -4663
- A. Kanazawa S. Gillet P. Delair A. E. Greene J. Org. Chem. 1998 63 4660 4663
- (1998) J. Org. Chem. , vol.63 , pp. 4660
- Kanazawa, A.¹ Gillet, S.² Delair, P.³ Greene, A.E.⁴

18
- 0033582675
- -1386
- P. Delair E. Brot A. Kanazawa A. E. Greene J. Org. Chem. 1999 64 1383 1386
- (1999) J. Org. Chem. , vol.64 , pp. 1383
- Delair, P.¹ Brot, E.² Kanazawa, A.³ Greene, A.E.⁴

19
- 20444508149
- -1416
- J. Ceccon J-F. Poisson A. E. Greene Synlett 2005 1413 1416
- (2005) Synlett , pp. 1413
- Ceccon, J.¹ Poisson, J.-F.² Greene, A.E.³

20
- 0034693119
- -6972
- M. Pourashraf P. Delair M. Rasmussen A. E. Greene J. Org. Chem. 2000 65 6966 6972
- (2000) J. Org. Chem. , vol.65 , pp. 6966
- Pourashraf, M.¹ Delair, P.² Rasmussen, M.³ Greene, A.E.⁴

21
- 0035838877
- -5443
- M. Rasmussen P. Delair A. E. Greene J. Org. Chem. 2001 66 5438 5443
- (2001) J. Org. Chem. , vol.66 , pp. 5438
- Rasmussen, M.¹ Delair, P.² Greene, A.E.³

22
- 33750339111
- -4742
- J. Ceccon J.-F. Poisson A. E. Greene Org. Lett. 2006 8 4739 4742
- (2006) Org. Lett. , vol.8 , pp. 4739
- Ceccon, J.¹ Poisson, J.-F.² Greene, A.E.³

23
- 0043231395
- -1744
- C. Roche P. Delair A. E. Greene Org. Lett. 2003 5 1741 1744
- (2003) Org. Lett. , vol.5 , pp. 1741
- Roche, C.¹ Delair, P.² Greene, A.E.³

24
- 26844514473
- -8363
- C. Roche K. Kadlecíková A. Veyron P. Delair C. Philouze A. E. Greene D. Flot M. Burghammer J. Org. Chem. 2005 70 8352 8363
- (2005) J. Org. Chem. , vol.70 , pp. 8352
- Roche, C.¹ Kadlecíková, K.² Veyron, A.³ Delair, P.⁴ Philouze, C.⁵ Greene, A.E.⁶ Flot, D.⁷ Burghammer, M.⁸

25
- 17744416590
- For several recently isolated hyacinthacines, see: -8
- N. Asano H. Kuroi K. Ikeda H. Kizu Y. Kameda A. Kato I. Adashi A. A. Watson R. J. Nash G. W. J. Fleet Tetrahedron: Asymmetry 2000 11 1 8
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 1
- Asano, N.¹ Kuroi, H.² Ikeda, K.³ Kizu, H.⁴ Kameda, Y.⁵ Kato, A.⁶ Adashi, I.⁷ Watson, A.A.⁸ Nash, R.J.⁹ Fleet, G.W.J.¹⁰

26
- 34447314459
- A. Kato N. Kato I. Adachi J. Hollinshead G. W. J. Fleet C. Kuriyama K. Ikeda N. Asano R. J. Nash J. Nat. Prod. 2007 70 993 997
- (2007) J. Nat. Prod. , vol.70 , pp. 993-997
- Kato, A.¹ Kato, N.² Adachi, I.³ Hollinshead, J.⁴ Fleet, G.W.J.⁵ Kuriyama, C.⁶ Ikeda, K.⁷ Asano, N.⁸ Nash, R.J.⁹

27
- 0023894613
- R. J. Nash L. E. Fellows J. V. Dring G. W. J. Feet A. E. Derome T. A. Hamor A. M. Scotfield D. J. Watkin Tetrahedron Lett. 1988 29 2487 2490
- (1988) Tetrahedron Lett. , vol.29 , pp. 2487-2490
- Nash, R.J.¹ Fellows, L.E.² Dring, J.V.³ Feet, G.W.J.⁴ Derome, A.E.⁵ Hamor, T.A.⁶ Scotfield, A.M.⁷ Watkin, D.J.⁸

28
- 0027973729
- R. J. Nash P. I. Thomas R. D. Waigh G. W. J. Fleet M. R. Wormald P. M de Q. Lilley D. J. Watkin Tetrahedron Lett. 1994 35 7849 7852
- (1994) Tetrahedron Lett. , vol.35 , pp. 7849
- Nash, R.J.¹ Thomas, P.I.² Waigh, R.D.³ Fleet, G.W.J.⁴ Wormald, M.R.⁵ De M, L.P.Q.⁶ Watkin, D.J.⁷

29
- 0034734687
- -7665
- H. Yoda H. Katoh K. Takabe Tetrahedron Lett. 2000 41 7661 7665
- (2000) Tetrahedron Lett. , vol.41 , pp. 7661
- Yoda, H.¹ Katoh, H.² Takabe, K.³

30
- 33846437463
- -80
- C. Ribes E. Falomir M. Carda J. A. Marco Org. Lett. 2007 9 77 80
- (2007) Org. Lett. , vol.9 , pp. 77
- Ribes, C.¹ Falomir, E.² Carda, M.³ Marco, J.A.⁴

31
- 20444438808
- -6533
- I. Izquierdo M. T. Plaza J. A. Tamayo Tetrahedron 2005 61 6527 6533
- (2005) Tetrahedron , vol.61 , pp. 6527
- Izquierdo, I.¹ Plaza, M.T.² Tamayo, J.A.³

32
- 25444525331
- -2590
- L. Chabaud Y. Landais P. Renaud Org. Lett. 2005 7 2587 2590
- (2005) Org. Lett. , vol.7 , pp. 2587
- Chabaud, L.¹ Landais, Y.² Renaud, P.³

33
- 37549060333
- -6083
- I. Izquierdo M. T. Plaza J. A. Tamayo F. Sánchez-Cantalejo Eur. J. Org. Chem. 2007 6078 6083
- (2007) Eur. J. Org. Chem. , pp. 6078
- Izquierdo, I.¹ Plaza, M.T.² Tamayo, J.A.³ Sánchez-Cantalejo, F.⁴

34
- 13844318446
- -1462
- S. Desvergenes S. Py Y. Vallée J. Org. Chem. 2005 70 1459 1462
- (2005) J. Org. Chem. , vol.70 , pp. 1459
- Desvergenes, S.¹ Py, S.² Vallée, Y.³

35
- 33646165145
- -1856
- P. Dewi-Wülfing S. Blechert Eur. J. Org. Chem. 2006 1852 1856
- (2006) Eur. J. Org. Chem. , pp. 1852
- Dewi-Wülfing, P.¹ Blechert, S.²

36
- 0033531746
- -3056
- S. E. Denmark E. A. Martinborough J. Am. Chem. Soc. 1999 121 3046 3056
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 3046
- Denmark, S.E.¹ Martinborough, E.A.²

37
- 0034685994
- -2886
- S. E. Denmark A. R. Hurd J. Org. Chem. 2000 65 2875 2886
- (2000) J. Org. Chem. , vol.65 , pp. 2875
- Denmark, S.E.¹ Hurd, A.R.²

38
- 27944454053
- -8868
- D. Chikkanna O. V. Singh S. B. Kong H. Han Tetrahedron Lett. 2005 46 8865 8868
- (2005) Tetrahedron Lett. , vol.46 , pp. 8865
- Chikkanna, D.¹ Singh, O.V.² Kong, S.B.³ Han, H.⁴

39
- 24144453078
- -7304
- T. J. Donohoe H. O. Sintim J. Hollinshead J. Org. Chem. 2005 70 7297 7304
- (2005) J. Org. Chem. , vol.70 , pp. 7297
- Donohoe, T.J.¹ Sintim, H.O.² Hollinshead, J.³

40
- 34547576213
- -190
- T. J. Donohoe R. E. Thomas Chem. Rec. 2007 7 180 190
- (2007) Chem. Rec. , vol.7 , pp. 180
- Donohoe, T.J.¹ Thomas, R.E.²

41
- 0033615798
- -7738
- P. C. M. L. Miranda C. R. D. Correia Tetrahedron Lett. 1999 40 7735 7738
- (1999) Tetrahedron Lett. , vol.40 , pp. 7735
- Miranda, P.C.M.L.¹ Correia, C.R.D.²

42
- 0034658716
- -1808
- V. Narkevitch K. Schenk P. Vogel Angew. Chem., Int. Ed. 2000 39 1806 1808
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1806
- Narkevitch, V.¹ Schenk, K.² Vogel, P.³

43
- 0035958495
- -5093
- V. Narkevitch S. Megevand K. Schenk P. Vogel J. Org. Chem. 2001 66 5080 5093
- (2001) J. Org. Chem. , vol.66 , pp. 5080
- Narkevitch, V.¹ Megevand, S.² Schenk, K.³ Vogel, P.⁴

44
- 27444444394
- -11487
- L. C. Bouchez M. Turks S. R. Dubbaka F. Fonquerne C. Craita S. Laclef P. Vogel Tetrahedron 2005 61 11473 11487
- (2005) Tetrahedron , vol.61 , pp. 11473
- Bouchez, L.C.¹ Turks, M.² Dubbaka, S.R.³ Fonquerne, F.⁴ Craita, C.⁵ Laclef, S.⁶ Vogel, P.⁷

45
- 27644458691
- -3415
- M. Hamel G. Grach I. Abrunhosa M. Gulea S. Masson M. Vazeux J. Drabowicz M. Mikolajczyk Tetrahedron: Asymmetry 2005 16 3406 3415
- (2005) Tetrahedron: Asymmetry , vol.16 , pp. 3406
- Hamel, M.¹ Grach, G.² Abrunhosa, I.³ Gulea, M.⁴ Masson, S.⁵ Vazeux, M.⁶ Drabowicz, J.⁷ Mikolajczyk, M.⁸

46
- 0004246896
- Heteroatomcuprates and α-Heteroatomalkylcuprates in Organic Synthesis
- N. Krause, ed. Wiley-VCH, Weinheim
- For reviews, see: R. K. Dieter, Heteroatomcuprates and α-Heteroatomalkylcuprates in Organic Synthesis, in Modern Organocopper Chemistry, ed., N. Krause, Wiley-VCH, Weinheim, 2002, ch. 3, pp. 79-144
- (2002) Modern Organocopper Chemistry , pp. 79-144
- Dieter, R.K.¹

47
- 4243489506
- -2188
- P. Knochel R. D. Singer Chem. Rev. 1993 93 2117 2188
- (1993) Chem. Rev. , vol.93 , pp. 2117
- Knochel, P.¹ Singer, R.D.²

48
- 0029130040
- -7388
- M. E. Jung D. C. D'Amico J. Am. Chem. Soc. 1995 117 7379 7388
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 7379
- Jung, M.E.¹ D'Amico, D.C.²

49
- 0033515665
- -2185
- D. L. Comins A. H. Libby R. S. Al-awar C. J. Foti J. Org. Chem. 1999 64 2184 2185
- (1999) J. Org. Chem. , vol.64 , pp. 2184
- Comins, D.L.¹ Libby, A.H.² Al-Awar, R.S.³ Foti, C.J.⁴

50
- 0029117655
- -5015
- I. Collado J. Ezquerra C. Pedregal J. Org. Chem. 1995 60 5011 5015
- (1995) J. Org. Chem. , vol.60 , pp. 5011
- Collado, I.¹ Ezquerra, J.² Pedregal, C.³

51
- 0033546265
- -4314
- I. Collado J. Ezquerra A. I. Mateo C. Pedregal A. Rubio J. Org. Chem. 1999 64 4304 4314
- (1999) J. Org. Chem. , vol.64 , pp. 4304
- Collado, I.¹ Ezquerra, J.² Mateo, A.I.³ Pedregal, C.⁴ Rubio, A.⁵

52
- 33644528891
- -4156
- D. B. Dess J. C. Martin J. Org. Chem. 1983 48 4155 4156
- (1983) J. Org. Chem. , vol.48 , pp. 4155
- Dess, D.B.¹ Martin, J.C.²

53
- 31844432220
- -58
- U. Ladziata V. V. Zhdankin ARKIVOC 2006 9 26 58
- (2006) ARKIVOC , vol.9 , pp. 26
- Ladziata, U.¹ Zhdankin, V.V.²

54
- 33748664603
- -2195
- B. S. Bal W. E. Childers Jr. H. W. Pinnick Tetrahedron 1981 37 2091 2195
- (1981) Tetrahedron , vol.37 , pp. 2091
- Bal, B.S.¹ Childers Jr. W., E.² Pinnick, H.W.³

55
- 0025356803
- -876
- M. Sakaitani Y. Ohfune J. Org. Chem. 1990 55 870 876
- (1990) J. Org. Chem. , vol.55 , pp. 870
- Sakaitani, M.¹ Ohfune, Y.²

56
- 3042839948
- -2006
- T. J. Donohoe H. O. Sintim Org. Lett. 2004 6 2003 2006
- (2004) Org. Lett. , vol.6 , pp. 2003
- Donohoe, T.J.¹ Sintim, H.O.²

57
- 0003149646
- -100
- H. R. Nace Org. React. 1962 12 57 100
- (1962) Org. React. , vol.12 , pp. 57
- Nace, H.R.¹

58
- 0002237362
- Prepared from 8 by hydroboration-oxidation, mesylation, deprotection-cyclization, and double bond formation For similar results in a closely related system, see: -145
- L. A. Paquette H.-C. Tsui J. Org. Chem. 1996 61 142 145
- (1996) J. Org. Chem. , vol.61 , pp. 142
- Paquette, L.A.¹ Tsui, H.-C.²

59
- 33644527251
- -1343
- E. M. Sletten L. J. Liotta J. Org. Chem. 2006 71 1335 1343
- (2006) J. Org. Chem. , vol.71 , pp. 1335
- Sletten, E.M.¹ Liotta, L.J.²

60
- 0000276453
- -1696
- K. Tamoa N. Ishida T. Tanaka M. Kumada Organometallics 1983 2 1694 1696
- (1983) Organometallics , vol.2 , pp. 1694
- Tamoa, K.¹ Ishida, N.² Tanaka, T.³ Kumada, M.⁴

61
- 37049088928
- -337
- I. Fleming R. Henning D. C. Parker H. E. Plaut P. E. J. Sanderson J. Chem. Soc., Perkin Trans. I 1995 317 337
- (1995) J. Chem. Soc., Perkin Trans. i , pp. 317
- Fleming, I.¹ Henning, R.² Parker, D.C.³ Plaut, H.E.⁴ Sanderson, P.E.J.⁵

62
- 0030007621
- -7662
- G. R. Jones Y. Landais Tetrahedron 1996 52 7599 7662
- (1996) Tetrahedron , vol.52 , pp. 7599
- Jones, G.R.¹ Landais, Y.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.