SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 51, Issue 37, 2012, Pages 9348-9351

Development of an alkaloid-pyrone annulation: Synthesis of pleiomaltinine

(4) Ziegler, Robert E a Tan, Shin Jowl b Kam, Toh Seok b Porco, John A a

a Boston University (United States)

b UNIVERSITY OF MALAYSIA (Malaysia)

Author keywords

alkaloid; annulation; natural products; pyrones; quinone methides

Indexed keywords

METABOLITES;

ANNULATION; INDOLE ALKALOIDS; NATURAL PRODUCTS; PYRONE; QUINONE METHIDE; TERT-BUTYLDIMETHYLSILYL; Β-CARBOLINE;

ALKALOIDS;

EID: 84865856724 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201204093 Document Type: Article

Times cited : (26)

References (51)

1
- 33748708190
- A. K. Miller, D. Trauner, Synlett 2006, 14, 2295-2316
- (2006) Synlett , vol.14 , pp. 2295-2316
- Miller, A.K.¹ Trauner, D.²

2
- 62149146480
- W. Wilk, H. Waldmann, M. Kaiser, Bio. Med. Chem. 2009, 17, 2304-2309
- (2009) Bio. Med. Chem. , vol.17 , pp. 2304-2309
- Wilk, W.¹ Waldmann, H.² Kaiser, M.³

3
- 80052662744
- P. Sharma, K. J. Powell, J. Burnley, A. S. Awaad, J. E. Moses, Synthesis 2011, 2865-2892.
- (2011) Synthesis , pp. 2865-2892
- Sharma, P.¹ Powell, K.J.² Burnley, J.³ Awaad, A.S.⁴ Moses, J.E.⁵

4
- 0003979828
- in, Academic Press, San Diego
- R. J. Sundberg, in Indoles, Academic Press, San Diego, 1996
- (1996) Indoles
- Sundberg, R.J.¹

5
- 77950271210
- M. Bandini, A. Eichholzer, Angew. Chem. 2009, 121, 9786-9824
- (2009) Angew. Chem. , vol.121 , pp. 9786-9824
- Bandini, M.¹ Eichholzer, A.²

6
- 71949117774
- Angew. Chem. Int. Ed. 2009, 48, 9608-9644
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 9608-9644

7
- 77955673540
- A. J. Kochanowska-Karamyan, M. T. Hamann, Chem. Rev. 2010, 110, 4489-4497.
- (2010) Chem. Rev. , vol.110 , pp. 4489-4497
- Kochanowska-Karamyan, A.J.¹ Hamann, M.T.²

8
- 77956395387
- S.-J. Tan, Y.-M. Choo, N. F. Thomas, W. T. Robinson, K. Komiyama, T.-S. Kam, Tetrahedron 2010, 66, 7799-7806.
- (2010) Tetrahedron , vol.66 , pp. 7799-7806
- Tan, S.-J.¹ Choo, Y.-M.² Thomas, N.F.³ Robinson, W.T.⁴ Komiyama, K.⁵ Kam, T.-S.⁶

9
- 84975787190
- M. Hesse, W. V. Philipsborn, D. Schumann, G. Spiteller, M. Spiteller-Friedmann, W. I. Taylor, H. Schmid, P. Karrer, Helv. Chim. Acta 1964, 47, 878-911.
- (1964) Helv. Chim. Acta , vol.47 , pp. 878-911
- Hesse, M.¹ Philipsborn, W.V.² Schumann, D.³ Spiteller, G.⁴ Spiteller-Friedmann, M.⁵ Taylor, W.I.⁶ Schmid, H.⁷ Karrer, P.⁸

10
- 0035797008
- V. Nair, P. M. Tressa, Tetrahedron Lett. 2001, 42, 4549-4551.
- (2001) Tetrahedron Lett. , vol.42 , pp. 4549-4551
- Nair, V.¹ Tressa, P.M.²

11
- 0036642529
- R. W. Van De Water, T. R. R. Pettus, Tetrahedron 2002, 58, 5367-5405
- (2002) Tetrahedron , vol.58 , pp. 5367-5405
- Van De Water, R.W.¹ Pettus, T.R.R.²

12
- 84889266778
- in, Wiley-VCH, Weinheim
- S. E. Rokita, in Quinone Methides, Wiley-VCH, Weinheim, 2009
- (2009) Quinone Methides
- Rokita, S.E.¹

13
- 81055133639
- T. P. Pathak, M. S. Sigman, J. Org. Chem. 2011, 76, 9210-9215
- (2011) J. Org. Chem. , vol.76 , pp. 9210-9215
- Pathak, T.P.¹ Sigman, M.S.²

14
- 84863919253
- N. J. Willis, C. D. Bray, Chem. Eur. J. 2012, 18, 9160-9173.
- (2012) Chem. Eur. J. , vol.18 , pp. 9160-9173
- Willis, N.J.¹ Bray, C.D.²

15
- 37049085168
- M. A. Chauncey, M. F. Grundon, M. J. Rutherford, J. Chem. Soc. Chem. Commun. 1988, 527-529.
- (1988) J. Chem. Soc. Chem. Commun. , pp. 527-529
- Chauncey, M.A.¹ Grundon, M.F.² Rutherford, M.J.³

16
- 33751384862
- A. Rumbo, L. Castedo, A. Mourino, J. L. Mascareñas, J. Org. Chem. 1993, 58, 5585-5586
- (1993) J. Org. Chem. , vol.58 , pp. 5585-5586
- Rumbo, A.¹ Castedo, L.² Mourino, A.³ Mascareñas, J.L.⁴

17
- 0037083880
- F. López, L. Castedo, J. L. Mascareñas, Chem. Eur. J. 2002, 8, 884-899
- (2002) Chem. Eur. J. , vol.8 , pp. 884-899
- López, F.¹ Castedo, L.² Mascareñas, J.L.³

18
- 85171943574
- International Patent # WO 2010/061282A1
- M. Fanelli, V. Fusi, International Patent # WO 2010/061282A1, 2010.
- (2010)
- Fanelli, M.¹ Fusi, V.²

19
- 0035930020
- Y. Génisson, P. C. Tyler, R. G. Ball, R. N. Young, J. Am. Chem. Soc. 2001, 123, 11381-11387
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 11381-11387
- Génisson, Y.¹ Tyler, P.C.² Ball, R.G.³ Young, R.N.⁴

20
- 33646589958
- A. F. Barrero, J. F. Quilez del Moral, M. Mar Herrador, P. Arteaga, M. Cortes, J. Benites, A. Rosellon, Tetrahedron 2006, 62, 6012-6017
- (2006) Tetrahedron , vol.62 , pp. 6012-6017
- Barrero, A.F.¹ Quilez Del Moral, J.F.² Mar Herrador, M.³ Arteaga, P.⁴ Cortes, M.⁵ Benites, J.⁶ Rosellon, A.⁷

21
- 34247522312
- A. E. Mattson, K. A. Scheidt, J. Am. Chem. Soc. 2007, 129, 4508-4509
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 4508-4509
- Mattson, A.E.¹ Scheidt, K.A.²

22
- 58149175558
- E. Alden-Danforth, M. T. Scerba, T. Lectka, Org. Lett. 2008, 10, 4951-4953.
- (2008) Org. Lett. , vol.10 , pp. 4951-4953
- Alden-Danforth, E.¹ Scerba, M.T.² Lectka, T.³

23
- 77952416775
- A. Patel, F. Mazzini, T. Netscher, T. Rosenau, Res. Lett. Org. Chem. 2008, 1-4
- (2008) Res. Lett. Org. Chem. , pp. 1-4
- Patel, A.¹ Mazzini, F.² Netscher, T.³ Rosenau, T.⁴

24
- 53849125062
- L. M. Bishop, M. Winkler, K. N. Houk, R. G. Bergman, D. Trauner, Chem. Eur. J. 2008, 14, 5405-5408
- (2008) Chem. Eur. J. , vol.14 , pp. 5405-5408
- Bishop, L.M.¹ Winkler, M.² Houk, K.N.³ Bergman, R.G.⁴ Trauner, D.⁵

25
- 58649104426
- P. Wang, Y. Wang, H. Hu, X. Liang, Eur. J. Org. Chem. 2009, 208-211.
- (2009) Eur. J. Org. Chem. , pp. 208-211
- Wang, P.¹ Wang, Y.² Hu, H.³ Liang, X.⁴

26
- 0037593350
- H. M. Ishiki, P. M. Donate, S. E. Galembeck, J. Molec. Struct. THEOCHEM 1998, 423, 235-243.
- (1998) J. Molec. Struct. THEOCHEM , vol.423 , pp. 235-243
- Ishiki, H.M.¹ Donate, P.M.² Galembeck, S.E.³

27
- 33947470026
- W. M. McLamore, E. Gelblum, A. Bavley, J. Am. Chem. Soc. 1956, 78, 2816-2818
- (1956) J. Am. Chem. Soc. , vol.78 , pp. 2816-2818
- McLamore, W.M.¹ Gelblum, E.² Bavley, A.³

28
- 0026529744
- P. A. Wender, J. L. Masceranas, Tetrahedron Lett. 1992, 33, 2115-2118
- (1992) Tetrahedron Lett. , vol.33 , pp. 2115-2118
- Wender, P.A.¹ Masceranas, J.L.²

29
- 79951538171
- J. Oliveira, V. Petrov, A. J. Parola, F. Pina, J. Azevedo, N. Teixeira, N. F. Bras, P. A. Fernandes, N. Mateus, M. J. Ramos, V. de Freitas, J. Phys. Chem. B 2011, 115, 1538-1545.
- (2011) J. Phys. Chem. B , vol.115 , pp. 1538-1545
- Oliveira, J.¹ Petrov, V.² Parola, A.J.³ Pina, F.⁴ Azevedo, J.⁵ Teixeira, N.⁶ Bras, N.F.⁷ Fernandes, P.A.⁸ Mateus, N.⁹ Ramos, M.J.¹⁰ De Freitas, V.¹¹

30
- 0009841005
- For a review on inverse-demand Diels-Alder cycloadditions, see:, in (Ed: M. Harmata), JAI, Stamford
- For a review on inverse-demand Diels-Alder cycloadditions, see:, L. Lee, J. K. Snyder, in Advances in Cycloaddition, Vol. 6 (Ed:, M. Harmata,), JAI, Stamford, 1999, pp. 119-171.
- (1999) Advances in Cycloaddition , vol.6 , pp. 119-171
- Lee, L.¹ Snyder, J.K.²

31
- 84862537950
- For a recent example, see:, for a highlight on asymmetric annulations, see
- For a recent example, see:, Q. Cai, S.-L. You, Org. Lett. 2012, 14, 3040-3043; for a highlight on asymmetric annulations, see
- (2012) Org. Lett. , vol.14 , pp. 3040-3043
- Cai, Q.¹ You, S.-L.²

32
- 84855272527
- C. C. J. Loh, D. Enders, Angew. Chem. 2012, 124, 46-49
- (2012) Angew. Chem. , vol.124 , pp. 46-49
- Loh, C.C.J.¹ Enders, D.²

33
- 84860780668
- Angew. Chem. Int. Ed. 2012, 51, 46-48.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 46-48

34
- 2442578226
- J. H. Looker, R. J. Prokop, W. E. Serbousek, M. D. Cliffton, J. Org. Chem. 1979, 44, 3408-3410.
- (1979) J. Org. Chem. , vol.44 , pp. 3408-3410
- Looker, J.H.¹ Prokop, R.J.² Serbousek, W.E.³ Cliffton, M.D.⁴

35
- 66249113161
- G. Desimoni, G. Faita, M. Mella, M. Toscanini, M. Boiocchi, Eur. J. Org. Chem. 2009, 2627-2634.
- (2009) Eur. J. Org. Chem. , pp. 2627-2634
- Desimoni, G.¹ Faita, G.² Mella, M.³ Toscanini, M.⁴ Boiocchi, M.⁵

36
- 0000651188
- R. B. Woodward, F. E. Bader, H. Bickel, A. J. Frey, R. W. Kierstead, J. Am. Chem. Soc. 1956, 78, 2023-2025
- (1956) J. Am. Chem. Soc. , vol.78 , pp. 2023-2025
- Woodward, R.B.¹ Bader, F.E.² Bickel, H.³ Frey, A.J.⁴ Kierstead, R.W.⁵

37
- 79957984878
- K. Higuchi, M. Tayu, T. Kawasaki, Chem. Commun. 2011, 47, 6728-6730.
- (2011) Chem. Commun. , vol.47 , pp. 6728-6730
- Higuchi, K.¹ Tayu, M.² Kawasaki, T.³

38
- 0034611508
- M. T. Crimmins, J. D. Katz, Org. Lett. 2000, 2, 957-960
- (2000) Org. Lett. , vol.2 , pp. 957-960
- Crimmins, M.T.¹ Katz, J.D.²

39
- 57149135053
- T. Sengoku, T. Takemura, E. Fukasawa, I. Hayakawa, H. Kigoshi, Tetrahedron Lett. 2009, 50, 325-328
- (2009) Tetrahedron Lett. , vol.50 , pp. 325-328
- Sengoku, T.¹ Takemura, T.² Fukasawa, E.³ Hayakawa, I.⁴ Kigoshi, H.⁵

40
- 84865836686
- I. Hayakawa, T. Takemura, E. Fukasawa, Y. Ebihara, N. Sato, T. Nakamura, K. Suenaga, H. Kigoshi, Angew. Chem. 2010, 122, 2451-2455
- (2010) Angew. Chem. , vol.122 , pp. 2451-2455
- Hayakawa, I.¹ Takemura, T.² Fukasawa, E.³ Ebihara, Y.⁴ Sato, N.⁵ Nakamura, T.⁶ Suenaga, K.⁷ Kigoshi, H.⁸

41
- 77953516606
- Angew. Chem. Int. Ed. 2010, 49, 2401-2405
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2401-2405

42
- 81055147753
- H. Rosso, M. De Paolis, V. C. Collin, S. Dey, S. M. Hecht, C. Prandi, V. Richard, J. Maddaluno, J. Org. Chem. 2011, 76, 9429-9437
- (2011) J. Org. Chem. , vol.76 , pp. 9429-9437
- Rosso, H.¹ De Paolis, M.² Collin, V.C.³ Dey, S.⁴ Hecht, S.M.⁵ Prandi, C.⁶ Richard, V.⁷ Maddaluno, J.⁸

43
- 84862756302
- T. Takemura, I. Hayakawa, E. Fukasawa, T. Sengoku, H. Kigoshi, Tetrahedron 2012, 68, 6477-6484.
- (2012) Tetrahedron , vol.68 , pp. 6477-6484
- Takemura, T.¹ Hayakawa, I.² Fukasawa, E.³ Sengoku, T.⁴ Kigoshi, H.⁵

44
- 13344270880
- R. J. Owellen, C. A. Hartke, J. Org. Chem. 1976, 41, 102-104
- (1976) J. Org. Chem. , vol.41 , pp. 102-104
- Owellen, R.J.¹ Hartke, C.A.²

45
- 33744806373
- C. Chan, C. Li, F. Zhang, S. J. Danishefsky, Tetrahedron Lett. 2006, 47, 4839-4841.
- (2006) Tetrahedron Lett. , vol.47 , pp. 4839-4841
- Chan, C.¹ Li, C.² Zhang, F.³ Danishefsky, S.J.⁴

46
- 37049141144
- D. E. Burke, P. W. Le Quesne, J. Chem. Soc. Chem. Commun. 1972, 678-679
- (1972) J. Chem. Soc. Chem. Commun. , pp. 678-679
- Burke, D.E.¹ Le Quesne, P.W.²

47
- 0000834750
- D. E. Burke, J. M. Cook, P. W. Le Quesne, J. Am. Chem. Soc. 1973, 95, 546-552
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 546-552
- Burke, D.E.¹ Cook, J.M.² Le Quesne, P.W.³

48
- 0028364925
- Y. Bi, J. M. Cook, P. W. Le Quesne, Tetrahedron Lett. 1994, 35, 3877-3878
- (1994) Tetrahedron Lett. , vol.35 , pp. 3877-3878
- Bi, Y.¹ Cook, J.M.² Le Quesne, P.W.³

49
- 0028151059
- Y. Bi, L.-H. Zhang, L. K. Hamaker, J. M. Cook, J. Am. Chem. Soc. 1994, 116, 9027-9041
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 9027-9041
- Bi, Y.¹ Zhang, L.-H.² Hamaker, L.K.³ Cook, J.M.⁴

50
- 0030586099
- T. Gan, J. M. Cook, Tetrahedron Lett. 1996, 37, 5037-5038
- (1996) Tetrahedron Lett. , vol.37 , pp. 5037-5038
- Gan, T.¹ Cook, J.M.²

51
- 0032489338
- T. Gan, J. M. Cook, J. Org. Chem. 1998, 63, 1478-1483.
- (1998) J. Org. Chem. , vol.63 , pp. 1478-1483
- Gan, T.¹ Cook, J.M.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.