SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 45, Issue 42, 2006, Pages 7086-7090

Total synthesis of platensimycin

(3) Nicolaou, K C a,b Li, Ang a,b Edmonds, David J a,b

a SCRIPPS RESEARCH INSTITUTE (United States)

b UNIVERSITY OF CALIFORNIA (United States)

Author keywords

Antibiotics; Drug resistance; Natural products; Samarium diiodide; Total synthesis

Indexed keywords

BACTERIA; DRUG PRODUCTS; MOLECULAR STRUCTURE; SYNTHESIS (CHEMICAL);

DRUG RESISTANCES; NATURAL PRODUCTS; SAMARIUM DIIODIDES;

ANTIBIOTICS;

ADAMANTANE; AMINOBENZOIC ACID DERIVATIVE; ANILIDE; ANTIINFECTIVE AGENT; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; IODIDE; PLATENSIMYCIN; SAMARIUM; SAMARIUM DIIODIDE;

ARTICLE; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ADAMANTANE; AMINOBENZOIC ACIDS; ANILIDES; ANTI-BACTERIAL AGENTS; INDICATORS AND REAGENTS; IODIDES; MAGNETIC RESONANCE SPECTROSCOPY; SAMARIUM; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROPHOTOMETRY, INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33750629319 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200603892 Document Type: Article

Times cited : (176)

References (29)

1
- 0036682463
- a) H. Pearson, Nature 2002, 418, 469;
- (2002) Nature , vol.418 , pp. 469
- Pearson, H.¹

2
- 0345839252
- b) C. T. Walsh, Nat. Rev. Microbiol. 2003, 1, 65-70;
- (2003) Nat. Rev. Microbiol. , vol.1 , pp. 65-70
- Walsh, C.T.¹

3
- 33644544089
- c) S. B. Singh, J. Barrett, Biochem. Pharmacol. 2006, 71, 1006-1015.
- (2006) Biochem. Pharmacol. , vol.71 , pp. 1006-1015
- Singh, S.B.¹ Barrett, J.²

4
- 33744994317
- a) J. Wang, S. M. Soisson, K. Young, W. Shoop, S. Kodali, A. Galgoci, R. Painter, G. Parthasarathy, Y. S. Tang, R. Cummings, S. Ha, K. Dorso, M. Motyl, H. Jayasuriya, J. Ondeyka, K. Herath, C. Zhang, L. Hernandez, J. Allocco, A. Basilio, J. R. Tormo, O. Genilloud, F. Vicente, F. Pelaez, L. Colwell, S. H. Lee, B. Michael, T. Felcetto, C. Gill, L. L. Silver, J. D. Hermes, K. Bartizal, J. Barrett, D. Schmatz, J. W. Becker, D. Cully, S. B. Singh, Nature 2006, 441, 358-361;
- (2006) Nature , vol.441 , pp. 358-361
- Wang, J.¹ Soisson, S.M.² Young, K.³ Shoop, W.⁴ Kodali, S.⁵ Galgoci, A.⁶ Painter, R.⁷ Parthasarathy, G.⁸ Tang, Y.S.⁹ Cummings, R.¹⁰ Ha, S.¹¹ Dorso, K.¹² Motyl, M.¹³ Jayasuriya, H.¹⁴ Ondeyka, J.¹⁵ Herath, K.¹⁶ Zhang, C.¹⁷ Hernandez, L.¹⁸ Allocco, J.¹⁹ Basilio, A.²⁰ more..

5
- 33748482185
- b) S. B. Singh, H. Jayasuriya, J. G. Ondeyka, K. B. Herath, C. Zhang, D. L. Zink, N. N. Tsou, R. G. Ball, A. Basilio, O. Genilloud, M. T. Diez, F. Vicente, F. Pelaez, K. Young, J. Wang, J. Am. Chem. Soc. 2006, 128, 11 916-11 920.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 11916-11920
- Singh, S.B.¹ Jayasuriya, H.² Ondeyka, J.G.³ Herath, K.B.⁴ Zhang, C.⁵ Zink, D.L.⁶ Tsou, N.N.⁷ Ball, R.G.⁸ Basilio, A.⁹ Genilloud, O.¹⁰ Diez, M.T.¹¹ Vicente, F.¹² Pelaez, F.¹³ Young, K.¹⁴ Wang, J.¹⁵

6
- 33749030702
- For a discussion of the activity and possible origins of platensimycin, see: c) D. Häblich, F. von Nussbaum, ChemMedChem 2006, 1, 951-954.
- (2006) ChemMedChem , vol.1 , pp. 951-954
- Häblich, D.¹ Von Nussbaum, F.²

7
- 0006171404
- Compound 8 is commercially available from a number of sources. Alternatively, it can be prepared according to: W. F. Gannon, H. O. House, Org. Synth. 1960, 40, 41-42.
- (1960) Org. Synth. , vol.40 , pp. 41-42
- Gannon, W.F.¹ House, H.O.²

8
- 28044432333
- Y. Hayashi, H. Gotoh, T. Tamura, H. Yamaguchi, R. Masui, M. Shoji, J. Am. Chem. Soc. 2005, 127, 16 028-16 029.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 16028-16029
- Hayashi, Y.¹ Gotoh, H.² Tamura, T.³ Yamaguchi, H.⁴ Masui, R.⁵ Shoji, M.⁶

9
- 0037204685
- M. Sun, Y. Deng, E. Batyreva, W. Sha, R. G. Salomon, J. Org. Chem. 2002, 67, 3575-3584.
- (2002) J. Org. Chem. , vol.67 , pp. 3575-3584
- Sun, M.¹ Deng, Y.² Batyreva, E.³ Sha, W.⁴ Salomon, R.G.⁵

10
- 0033952688
- a) B. M. Trost, F. D. Toste, J. Am. Chem. Soc. 2000, 122, 714-715;
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 714-715
- Trost, B.M.¹ Toste, F.D.²

11
- 9644279363
- b) B. M. Trost, J.-P. Surivet, F. D. Toste, J. Am. Chem. Soc. 2004, 126, 15 592-15 602.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 15592-15602
- Trost, B.M.¹ Surivet, J.-P.² Toste, F.D.³

12
- 33745929514
- For a review of Ru-catalyzed reactions, see: B. M. Trost, M. U. Frederiksen, M. T. Rudd, Angew. Chem. 2005, 117, 6788-6825;
- (2005) Angew. Chem. , vol.117 , pp. 6788-6825
- Trost, B.M.¹ Frederiksen, M.U.² Rudd, M.T.³

13
- 27544502994
- Angew. Chem. Int. Ed. 2005, 44, 6630-6666.
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 6630-6666

14
- 33746494993
- Y. Ito, T. Hirao, T. Saegusa, J. Org. Chem. 1978, 43, 1011-1013.
- (1978) J. Org. Chem. , vol.43 , pp. 1011-1013
- Ito, Y.¹ Hirao, T.² Saegusa, T.³

15
- 0036006410
- For similar conditions that have been used, see: H. Hagiwara, H. Sakai, T. Uchiyama, Y. Ito, N. Monta, T. Hoshi T. Suzuki, M. Ando, J. Chem. Soc. Perkin Trans. 1 2002, 583-591.
- (2002) J. Chem. Soc. Perkin Trans. 1 , pp. 583-591
- Hagiwara, H.¹ Sakai, H.² Uchiyama, T.³ Ito, Y.⁴ Monta, N.⁵ Hoshi, T.⁶ Suzuki, T.⁷ Ando, M.⁸

16
- 0010077452
- 2 in organic synthesis, see: a) G. A. Molander, Chem. Rev. 1992, 92, 29-68;
- (1992) Chem. Rev. , vol.92 , pp. 29-68
- Molander, G.A.¹

17
- 0001367782
- b) G. A. Molander, Org. React. 1994, 46, 211-367;
- (1994) Org. React. , vol.46 , pp. 211-367
- Molander, G.A.¹

18
- 2142715741
- c) G. A. Molander, C. R. Harris, Chem. Rev. 1996, 96, 307-338;
- (1996) Chem. Rev. , vol.96 , pp. 307-338
- Molander, G.A.¹ Harris, C.R.²

19
- 0032473838
- d) G. A. Molander, C. R. Harris, Tetrahedron 1998, 54, 3321-3354;
- (1998) Tetrahedron , vol.54 , pp. 3321-3354
- Molander, G.A.¹ Harris, C.R.²

20
- 0003464702
- (Ed.: S. Kobayashi), Springer, Berlin
- e) H. B. Kagan, J.-L. Namy, Lanthanides: Chemistry and Use in Organic Synthesis (Ed.: S. Kobayashi), Springer, Berlin, 1999, pp. 155-198;
- (1999) Lanthanides: Chemistry and Use in Organic Synthesis , pp. 155-198
- Kagan, H.B.¹ Namy, J.-L.²

21
- 0346787791
- f) H. B. Kagan, Tetrahedron 2003, 59, 10 351-10 372;
- (2003) Tetrahedron , vol.59 , pp. 10351-10372
- Kagan, H.B.¹

22
- 33750608635
- g) D. J. Edmonds, D. Johnston, D. J. Procter, Chem. Rev. 2004, 104, 3372-3404.
- (2004) Chem. Rev. , vol.104 , pp. 3372-3404
- Edmonds, D.J.¹ Johnston, D.² Procter, D.J.³

23
- 33644528891
- D. B. Dess, J. C. Martin, J. Org. Chem. 1983, 48, 4155-4156.
- (1983) J. Org. Chem. , vol.48 , pp. 4155-4156
- Dess, D.B.¹ Martin, J.C.²

24
- 0033598258
- a) M. Scholl, S. Ding, C. W. Lee, R. H. Grubbs, Org. Lett. 1999, 1, 953-956;
- (1999) Org. Lett. , vol.1 , pp. 953-956
- Scholl, M.¹ Ding, S.² Lee, C.W.³ Grubbs, R.H.⁴

25
- 0037420362
- b) T. M. Trnka, J. P. Morgan, M. S. Sanford, T. E. Wilhelm, M. Scholl, T.-L. Choi, S. Ding, M. W. Day, R. H. Grubbs, J. Am. Chem. Soc. 2003, 125, 2546-2558.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 2546-2558
- Trnka, T.M.¹ Morgan, J.P.² Sanford, M.S.³ Wilhelm, T.E.⁴ Scholl, M.⁵ Choi, T.-L.⁶ Ding, S.⁷ Day, M.W.⁸ Grubbs, R.H.⁹

26
- 0038034652
- C. Morrill, R. H. Grubbs, J. Org. Chem. 2003, 68, 6031-6034.
- (2003) J. Org. Chem. , vol.68 , pp. 6031-6034
- Morrill, C.¹ Grubbs, R.H.²

27
- 33847802730
- G. W. Kabalka, H. C. Hedgecock, Jr., J. Org. Chem. 1975, 40, 1776-1779.
- (1975) J. Org. Chem. , vol.40 , pp. 1776-1779
- Kabalka, G.W.¹ Hedgecock Jr., H.C.²

28
- 33748664603
- B. S. Bal, W. E. Childers, Jr., H. W. Pinnick, Tetrahedron 1981, 37, 2091-2096.
- (1981) Tetrahedron , vol.37 , pp. 2091-2096
- Bal, B.S.¹ Childers Jr., W.E.² Pinnick, H.W.³

29
- 0037125488
- A. Lei, M. He, X. Zhang, J. Am. Chem. Soc. 2002, 124, 8198-8199.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 8198-8199
- Lei, A.¹ He, M.² Zhang, X.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.