SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 52, Issue 49, 2013, Pages 12988-12991

Total synthesis of the indole alkaloid (±)- and (+)-methyl N-decarbomethoxychanofruticosinate

(3) Wei, Yi a Zhao, Duo a Ma, Dawei a

a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY (China)

Author keywords

alkaloids; natural products; samarium; strained molecules; total synthesis

Indexed keywords

INDOLE ALKALOIDS; NATURAL PRODUCTS; OXIDATIVE COUPLINGS; RING SYSTEMS; SEVEN-MEMBERED RINGS; STRAINED MOLECULES; TOTAL SYNTHESIS;

ALKALOIDS; METABOLITES; NITROGEN COMPOUNDS; SAMARIUM;

SYNTHESIS (CHEMICAL);

ALKALOID; INDOLE ALKALOID; SAMARIUM;

ARTICLE; CHEMISTRY; CYCLIZATION; NATURAL PRODUCTS; STEREOISOMERISM; STRAINED MOLECULES; SYNTHESIS; TOTAL SYNTHESIS;

ALKALOIDS; NATURAL PRODUCTS; SAMARIUM; STRAINED MOLECULES; TOTAL SYNTHESIS;

CYCLIZATION; INDOLE ALKALOIDS; STEREOISOMERISM;

EID: 84888585338 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201307788 Document Type: Article

Times cited : (61)

References (47)

1
- 0003138393
- W.-S. Chen, S.-H. Li, A. Kirfel, G. Will, E. Breitmaier, Liebigs Ann. Chem. 1981, 1886-1892
- (1981) Liebigs Ann. Chem. , pp. 1886-1892
- Chen, W.-S.¹ Li, S.-H.² Kirfel, A.³ Will, G.⁴ Breitmaier, E.⁵

2
- 0001324788
- A. Guggisberg, M. Hesse, W. V. Philipsborn, K. Nagarajan, H. Schmid, Helv. Chim. Acta 1966, 49, 2321-2337.
- (1966) Helv. Chim. Acta , vol.49 , pp. 2321-2337
- Guggisberg, A.¹ Hesse, M.² Philipsborn, W.V.³ Nagarajan, K.⁴ Schmid, H.⁵

3
- 0000751769
- T.-S. Kim, P.-S. Tan, P.-Y. Hoong, C.-H. Chuah, Phytochemistry 1993, 32, 489-491
- (1993) Phytochemistry , vol.32 , pp. 489-491
- Kim, T.-S.¹ Tan, P.-S.² Hoong, P.-Y.³ Chuah, C.-H.⁴

4
- 0032954892
- T.-S. Kam, G. Subramaniam, W. Chen, Phytochemistry 1999, 51, 159-169
- (1999) Phytochemistry , vol.51 , pp. 159-169
- Kam, T.-S.¹ Subramaniam, G.² Chen, W.³

5
- 0032740241
- T.-S. Kam, Y.-M. Choo, W. Chen, J.-X. Yao, Phytochemistry 1999, 52, 959-963
- (1999) Phytochemistry , vol.52 , pp. 959-963
- Kam, T.-S.¹ Choo, Y.-M.² Chen, W.³ Yao, J.-X.⁴

6
- 37549023412
- K.-H. Lim, T.-S. Kam, Phytochemistry 2008, 69, 558-561.
- (2008) Phytochemistry , vol.69 , pp. 558-561
- Lim, K.-H.¹ Kam, T.-S.²

7
- 0035827440
- K. Husain, I. Jantan, N. Kamaruddin, I. M. Said, N. Aimi, H. Takayama, Phytochemistry 2001, 57, 603-606.
- (2001) Phytochemistry , vol.57 , pp. 603-606
- Husain, K.¹ Jantan, I.² Kamaruddin, N.³ Said, I.M.⁴ Aimi, N.⁵ Takayama, H.⁶

8
- 62649165929
- M. Sekiguchi, Y. Hirasawa, K. Zaima, T. C. Hoe, K.-L. Chan, H. Morita, Heterocycles 2008, 75, 2283-2288
- (2008) Heterocycles , vol.75 , pp. 2283-2288
- Sekiguchi, M.¹ Hirasawa, Y.² Zaima, K.³ Hoe, T.C.⁴ Chan, K.-L.⁵ Morita, H.⁶

9
- 62649098722
- K. Zaima, Y. Matsuno, Y. Hirasawa, A. Rahman, G. Indrayanto, N. C. Zaina, H. Morita, Heterocycles 2008, 75, 2535-2540
- (2008) Heterocycles , vol.75 , pp. 2535-2540
- Zaima, K.¹ Matsuno, Y.² Hirasawa, Y.³ Rahman, A.⁴ Indrayanto, G.⁵ Zaina, N.C.⁶ Morita, H.⁷

10
- 62649162356
- M. Sekiguchi, Y. Hirasawa, K. Zaima, T. C. Hoe, K.-L. Chan, H. Morita, Heterocycles 2008, 76, 867-874.
- (2008) Heterocycles , vol.76 , pp. 867-874
- Sekiguchi, M.¹ Hirasawa, Y.² Zaima, K.³ Hoe, T.C.⁴ Chan, K.-L.⁵ Morita, H.⁶

11
- 79958790963
- M.-J. Tan, C. Yin, C.-P. Tang, C.-Q. Ke, Y. Ye, Planta Med. 2011, 77, 939.
- (2011) Planta Med. , vol.77 , pp. 939
- Tan, M.-J.¹ Yin, C.² Tang, C.-P.³ Ke, C.-Q.⁴ Ye, Y.⁵

12
- 79960358245
- W. Yun, Y. Chen, X. Feng, Zhongcaoyao 1994, 25, 118-120.
- (1994) Zhongcaoyao , vol.25 , pp. 118-120
- Yun, W.¹ Chen, Y.² Feng, X.³

13
- 84970614081
- W. D. Crow, M. Michael, Aust. J. Chem. 1955, 8, 129-134.
- (1955) Aust. J. Chem. , vol.8 , pp. 129-134
- Crow, W.D.¹ Michael, M.²

14
- 37049131129
- B. M. Craven, Chem. Commun. 1968, 955-956.
- (1968) Chem. Commun. , pp. 955-956
- Craven, B.M.¹

15
- 79960350479
- J. Chen, J.-J. Chen, X. Yao, K. Gao, Org. Biomol. Chem. 2011, 9, 5334-5336.
- (2011) Org. Biomol. Chem. , vol.9 , pp. 5334-5336
- Chen, J.¹ Chen, J.-J.² Yao, X.³ Gao, K.⁴

16
- 0021151180
- P. Magnus, T. Gallagher, P. Brown, J. C. Huffman, J. Am. Chem. Soc. 1984, 106, 2105-2114
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 2105-2114
- Magnus, P.¹ Gallagher, T.² Brown, P.³ Huffman, J.C.⁴

17
- 0022336548
- M. E. Kuehne, P. J. Seaton, J. Org. Chem. 1985, 50, 4790-4795
- (1985) J. Org. Chem. , vol.50 , pp. 4790-4795
- Kuehne, M.E.¹ Seaton, P.J.²

18
- 0001653580
- M. Ogawa, Y. Kitagawa, M. Natsume, Tetrahedron Lett. 1987, 28, 3985-3986
- (1987) Tetrahedron Lett. , vol.28 , pp. 3985-3986
- Ogawa, M.¹ Kitagawa, Y.² Natsume, M.³

19
- 0023724643
- E. Wenkert, M. J. Pestchanker, J. Org. Chem. 1988, 53, 4875-4877
- (1988) J. Org. Chem. , vol.53 , pp. 4875-4877
- Wenkert, E.¹ Pestchanker, M.J.²

20
- 0001295561
- P. Magnus, T. Katoh, I. R. Matthews, J. C. Huffman, J. Am. Chem. Soc. 1989, 111, 6707-6711
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 6707-6711
- Magnus, P.¹ Katoh, T.² Matthews, I.R.³ Huffman, J.C.⁴

21
- 79960407415
- S. B. Jones, B. Simmons, A. Mastracchio, D. W. C. MacMillan, Nature 2011, 475, 183-188
- (2011) Nature , vol.475 , pp. 183-188
- Jones, S.B.¹ Simmons, B.² Mastracchio, A.³ MacMillan, D.W.C.⁴

22
- 84861533403
- P. Jing, Z. Yang, C. Zhao, H. Zheng, B. Fang, X. Xie, X. She, Chem. Eur. J. 2012, 18, 6729-6732
- (2012) Chem. Eur. J. , vol.18 , pp. 6729-6732
- Jing, P.¹ Yang, Z.² Zhao, C.³ Zheng, H.⁴ Fang, B.⁵ Xie, X.⁶ She, X.⁷

23
- 84873960658
- J. Xie, A. L. Wolfe, D. L. Boger, Org. Lett. 2013, 15, 868-870
- (2013) Org. Lett. , vol.15 , pp. 868-870
- Xie, J.¹ Wolfe, A.L.² Boger, D.L.³

24
- 84888593988
- C. J. Gartshore, D. W. Lupton, Angew. Chem. 2013, 125, 4207-4210
- (2013) Angew. Chem. , vol.125 , pp. 4207-4210
- Gartshore, C.J.¹ Lupton, D.W.²

25
- 84875831144
- Angew. Chem. Int. Ed. 2013, 52, 4113-4116
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4113-4116

26
- 84888614490
- Z. Li, S. Zhang, S. Wu, X. Shen, L. Zou, F. Wang, X. Li, F. Peng, H. Zhang, Z. Shao, Angew. Chem. 2013, 125, 4211-4215
- (2013) Angew. Chem. , vol.125 , pp. 4211-4215
- Li, Z.¹ Zhang, S.² Wu, S.³ Shen, X.⁴ Zou, L.⁵ Wang, F.⁶ Li, X.⁷ Peng, F.⁸ Zhang, H.⁹ Shao, Z.¹⁰

27
- 84875818323
- Angew. Chem. Int. Ed. 2013, 52, 4117-4121.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4117-4121

28
- 77957111749
- Z. Zuo, W. Xie, D. Ma, J. Am. Chem. Soc. 2010, 132, 13226-13229
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 13226-13229
- Zuo, Z.¹ Xie, W.² Ma, D.³

29
- 84865835060
- Z. Zuo, D. Ma, Angew. Chem. 2011, 123, 12214-12217
- (2011) Angew. Chem. , vol.123 , pp. 12214-12217
- Zuo, Z.¹ Ma, D.²

30
- 83455223821
- Angew. Chem. Int. Ed. 2011, 50, 12008-12011
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 12008-12011

31
- 84858688231
- F. Fan, W. Xie, D. Ma, Org. Lett. 2012, 14, 1405-1407
- (2012) Org. Lett. , vol.14 , pp. 1405-1407
- Fan, F.¹ Xie, W.² Ma, D.³

32
- 84861873661
- W. Zi, W. Xie, D. Ma, J. Am. Chem. Soc. 2012, 134, 9126-9129.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9126-9129
- Zi, W.¹ Xie, W.² Ma, D.³

33
- 2942650166
- For intermolecular oxidative coupling, see P. S. Baran, J. M. Richter, J. Am. Chem. Soc. 2004, 126, 7450-7451
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 7450-7451
- Baran, P.S.¹ Richter, J.M.²

34
- 20444486473
- P. S. Baran, J. M. Richter, D. W. Lin, Angew. Chem. 2005, 117, 612-615
- (2005) Angew. Chem. , vol.117 , pp. 612-615
- Baran, P.S.¹ Richter, J.M.² Lin, D.W.³

35
- 13244291528
- Angew. Chem. Int. Ed. 2005, 44, 606-609
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 606-609

36
- 36849007010
- P. S. Baran, M. P. DeMartino, Angew. Chem. 2006, 118, 7241-7244
- (2006) Angew. Chem. , vol.118 , pp. 7241-7244
- Baran, P.S.¹ Demartino, M.P.²

37
- 33750626543
- Angew. Chem. Int. Ed. 2006, 45, 7083-7086
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 7083-7086

38
- 35548972055
- J. M. Richter, B. W. Whitefield, T. J. Maimone, D. W. Lin, M. P. Castroviejo, P. S. Baran, J. Am. Chem. Soc. 2007, 129, 12875-12869
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 12875-12869
- Richter, J.M.¹ Whitefield, B.W.² Maimone, T.J.³ Lin, D.W.⁴ Castroviejo, M.P.⁵ Baran, P.S.⁶

39
- 58849128316
- J. M. Richter, Y. Ishihara, T. Masuda, B. W. Whitefield, T. Llamas, A. Pohjakallio, P. S. Baran, J. Am. Chem. Soc. 2008, 130, 17938-17954.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 17938-17954
- Richter, J.M.¹ Ishihara, Y.² Masuda, T.³ Whitefield, B.W.⁴ Llamas, T.⁵ Pohjakallio, A.⁶ Baran, P.S.⁷

40
- 0034708574
- S.-I. Fukuzawa, H. Matsuzawa, S.-I. Yoshimitsu, J. Org. Chem. 2000, 65, 1702-1706.
- (2000) J. Org. Chem. , vol.65 , pp. 1702-1706
- Fukuzawa, S.-I.¹ Matsuzawa, H.² Yoshimitsu, S.-I.³

41
- 38949144510
- Y. Ergun, J. Heterocycl. Chem. 2007, 44, 539-541
- (2007) J. Heterocycl. Chem. , vol.44 , pp. 539-541
- Ergun, Y.¹

42
- 0033520255
- A. Urrutia, J. G. Rodriguez, Tetrahedron 1999, 55, 11095-11108.
- (1999) Tetrahedron , vol.55 , pp. 11095-11108
- Urrutia, A.¹ Rodriguez, J.G.²

43
- 33846599334
- L. E. Overman, Y. Shin, Org. Lett. 2007, 9, 339-341.
- (2007) Org. Lett. , vol.9 , pp. 339-341
- Overman, L.E.¹ Shin, Y.²

44
- 84875174905
- T. Watanabe, N. Kato, N. Umezawa, T. Higuchi, Chem. Eur. J. 2013, 19, 4255-4261.
- (2013) Chem. Eur. J. , vol.19 , pp. 4255-4261
- Watanabe, T.¹ Kato, N.² Umezawa, N.³ Higuchi, T.⁴

45
- 84888628099
- CCDC 958949 (1), 958947 (2), and 958948 (13) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.

46
- 33746248438
- J. T. Mohr, D. C. Behenna, A. M. Harned, B. M. Stoltz, Angew. Chem. 2005, 117, 7084-7087
- (2005) Angew. Chem. , vol.117 , pp. 7084-7087
- Mohr, J.T.¹ Behenna, D.C.² Harned, A.M.³ Stoltz, B.M.⁴

47
- 27544451620
- Angew. Chem. Int. Ed. 2005, 44, 6924-6927.
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 6924-6927

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.