SCOPUS 정보 검색 플랫폼

Volumn 5, Issue 5, 2014, Pages 2003-2006

Development of a route to chiral epidithiodioxopiperazine moieties and application to the asymmetric synthesis of (+)-hyalodendrin

(3) Takeuchi, Ren a Shimokawa, Jun a Fukuyama, Tohru a

a NAGOYA UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC PREPARATION; ASYMMETRIC SYNTHESIS; BICYCLO[2.2.2]OCTANE; BIOLOGICALLY ACTIVE COMPOUNDS; FUNCTIONALIZED; SYNTHETIC STUDY;

BIOACTIVITY;

MUSCULOSKELETAL SYSTEM;

EID: 84898073862 PISSN: 20416520 EISSN: 20416539 Source Type: Journal
DOI: 10.1039/c3sc53222d Document Type: Article

Times cited : (17)

References (48)

1
- 0023705905
- P. Waring R. D. Eichner A. Müllbacher Med. Res. Rev. 1988 8 499 524
- (1988) Med. Res. Rev. , vol.8 , pp. 499-524
- Waring, P.¹ Eichner, R.D.² Müllbacher, A.³

2
- 17644412298
- D. M. Gardiner P. Waring B. J. Howlett Microbiology 2005 151 1021 1032
- (2005) Microbiology , vol.151 , pp. 1021-1032
- Gardiner, D.M.¹ Waring, P.² Howlett, B.J.³

3
- 84865081172
- A. D. Borthwick Chem. Rev. 2012 112 3641 3716
- (2012) Chem. Rev. , vol.112 , pp. 3641-3716
- Borthwick, A.D.¹

4
- 33947214077
- C. R. Isham J. D. Tibodeau W. Jin R. Xu M. M. Timm K. C. Bible Blood 2007 109 2579 2588
- (2007) Blood , vol.109 , pp. 2579-2588
- Isham, C.R.¹ Tibodeau, J.D.² Jin, W.³ Xu, R.⁴ Timm, M.M.⁵ Bible, K.C.⁶

5
- 1842833444
- D. M. Vigushin N. Mirsaidi G. Brooke C. Sun P. Pace L. Inman C. J. Moody R. C. Coombes Med. Oncol. 2004 21 21 30
- (2004) Med. Oncol. , vol.21 , pp. 21-30
- Vigushin, D.M.¹ Mirsaidi, N.² Brooke, G.³ Sun, C.⁴ Pace, P.⁵ Inman, L.⁶ Moody, C.J.⁷ Coombes, R.C.⁸

6
- 3142622930
- A. L. Kung S. D. Zabludoff D. S. France S. J. Freedman E. A. Tanner A. Vieira S. Cornell-Kennon J. Lee B. Wang J. Wang K. Memmert H.-U. Naegeli F. Petersen M. J. Eck K. W. Bair A. W. Wood D. M. Livingston Cancer Cell 2004 6 33 43
- (2004) Cancer Cell , vol.6 , pp. 33-43
- Kung, A.L.¹ Zabludoff, S.D.² France, D.S.³ Freedman, S.J.⁴ Tanner, E.A.⁵ Vieira, A.⁶ Cornell-Kennon, S.⁷ Lee, J.⁸ Wang, B.⁹ Wang, J.¹⁰ Memmert, K.¹¹ Naegeli, H.-U.¹² Petersen, F.¹³ Eck, M.J.¹⁴ Bair, K.W.¹⁵ Wood, A.W.¹⁶ Livingston, D.M.¹⁷

7
- 70350271965
- K. M. Cook S. T. Hilton J. Mecinović W. B. Motherwell W. D. Figg C. J. Schofield J. Biol. Chem. 2009 284 26831 26838
- (2009) J. Biol. Chem. , vol.284 , pp. 26831-26838
- Cook, K.M.¹ Hilton, S.T.² Mecinović, J.³ Motherwell, W.B.⁴ Figg, W.D.⁵ Schofield, C.J.⁶

8
- 72449131908
- K. M. Block H. Wang L. Z. Szabó N. W. Polaske L. K. Henchey R. Dubey S. Kushal C. F. László J. Makhoul Z. Song E. J. Meuillet B. Z. Olenyuk J. Am. Chem. Soc. 2009 131 18078 18088
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 18078-18088
- Block, K.M.¹ Wang, H.² Szabó, L.Z.³ Polaske, N.W.⁴ Henchey, L.K.⁵ Dubey, R.⁶ Kushal, S.⁷ László, C.F.⁸ Makhoul, J.⁹ Song, Z.¹⁰ Meuillet, E.J.¹¹ Olenyuk, B.Z.¹²

9
- 78751533350
- Y.-M. Lee J.-H. Lim H. Yoon Y.-S. Chun J.-W. Park Hepatology 2011 53 171 180
- (2011) Hepatology , vol.53 , pp. 171-180
- Lee, Y.-M.¹ Lim, J.-H.² Yoon, H.³ Chun, Y.-S.⁴ Park, J.-W.⁵

10
- 0006862781
- G. M. Strunz M. Kakushima M. A. Stillwell C. J. Heissner J. Chem. Soc., Perkin Trans. 1 1973 2600 2602
- (1973) J. Chem. Soc., Perkin Trans. 1 , pp. 2600-2602
- Strunz, G.M.¹ Kakushima, M.² Stillwell, M.A.³ Heissner, C.J.⁴

11
- 0016231287
- M. A. Stillwell L. P. Magasi G. M. Strunz Can. J. Microbiol. 1974 20 759 764
- (1974) Can. J. Microbiol. , vol.20 , pp. 759-764
- Stillwell, M.A.¹ Magasi, L.P.² Strunz, G.M.³

12
- 0015982957
- K. H. Michel M. O. Chaney N. D. Jones M. M. Hoehn R. Nagarajan J. Antibiot. 1974 27 57 64
- (1974) J. Antibiot. , vol.27 , pp. 57-64
- Michel, K.H.¹ Chaney, M.O.² Jones, N.D.³ Hoehn, M.M.⁴ Nagarajan, R.⁵

13
- 79959526515
- It should be noted that (with an undetermined stereochemistry) was isolated from an unidentified fungus NRRL 3888 and was reported to display antifungal activity.
- M. I. P. Boente G. W. Kirby G. L. Patrick D. J. Robins J. Chem. Soc., Perkin Trans. 1 1991 1283 1290
- (1991) J. Chem. Soc., Perkin Trans. 1 , vol.3 , pp. 1283-1290
- Boente, M.I.P.¹ Kirby, G.W.² Patrick, G.L.³ Robins, D.J.⁴

14
- 0015844143
- R. L. DeVault J. W. Rosenbrook J. Antibiot. 1973 26 532 534
- (1973) J. Antibiot. , vol.26 , pp. 532-534
- Devault, R.L.¹ Rosenbrook, J.W.²

15
- 37249068440
- L. E. Overman T. Sato Org. Lett. 2007 9 5267 5270
- (2007) Org. Lett. , vol.9 , pp. 5267-5270
- Overman, L.E.¹ Sato, T.²

16
- 39849108265
- M. Movassaghi M. A. Schmidt J. A. Ashenhurst Angew. Chem., Int. Ed. 2008 47 1485 1487
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 1485-1487
- Movassaghi, M.¹ Schmidt, M.A.² Ashenhurst, J.A.³

17
- 64849113664
- J. Kim J. A. Ashenhurst M. Movassaghi Science 2009 324 238 241
- (2009) Science , vol.324 , pp. 238-241
- Kim, J.¹ Ashenhurst, J.A.² Movassaghi, M.³

18
- 77958057390
- J. Kim M. Movassaghi J. Am. Chem. Soc. 2010 132 14376 14378
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 14376-14378
- Kim, J.¹ Movassaghi, M.²

19
- 77950229791
- E. Iwasa Y. Hamashima S. Fujishiro E. Higuchi A. Ito M. Yoshida M. Sodeoka J. Am. Chem. Soc. 2010 132 4078 4079
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 4078-4079
- Iwasa, E.¹ Hamashima, Y.² Fujishiro, S.³ Higuchi, E.⁴ Ito, A.⁵ Yoshida, M.⁶ Sodeoka, M.⁷

20
- 79955369063
- J. E. DeLorbe S. Y. Jabri S. M. Mennen L. E. Overman F.-L. Zhang J. Am. Chem. Soc. 2011 133 6549 6552
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 6549-6552
- Delorbe, J.E.¹ Jabri, S.Y.² Mennen, S.M.³ Overman, L.E.⁴ Zhang, F.-L.⁵

21
- 79957740993
- K. C. Nicolaou S. Totokotsopoulos D. Giguère Y.-P. Sun D. Sarlah J. Am. Chem. Soc. 2011 133 8150 8153
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 8150-8153
- Nicolaou, K.C.¹ Totokotsopoulos, S.² Giguère, D.³ Sun, Y.-P.⁴ Sarlah, D.⁵

22
- 84862930652
- K. C. Nicolaou D. Giguère S. Totokotsopoulos Y.-P. Sun Angew. Chem., Int. Ed. 2012 51 728 732
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 728-732
- Nicolaou, K.C.¹ Giguère, D.² Totokotsopoulos, S.³ Sun, Y.-P.⁴

23
- 84871941923
- H. Fujiwara T. Kurogi S. Okaya K. Okano H. Tokuyama Angew. Chem., Int. Ed. 2012 51 13062 13065
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 13062-13065
- Fujiwara, H.¹ Kurogi, T.² Okaya, S.³ Okano, K.⁴ Tokuyama, H.⁵

24
- 84867553346
- K. C. Nicolaou M. Lu S. Totokotsopoulos P. Heretsch D. Giguère Y.-P. Sun D. Sarlah T. H. Nguyen I. C. Wolf D. F. Smee C. W. Day S. Bopp E. A. Winzeler J. Am. Chem. Soc. 2012 134 17320 17332
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 17320-17332
- Nicolaou, K.C.¹ Lu, M.² Totokotsopoulos, S.³ Heretsch, P.⁴ Giguère, D.⁵ Sun, Y.-P.⁶ Sarlah, D.⁷ Nguyen, T.H.⁸ Wolf, I.C.⁹ Smee, D.F.¹⁰ Day, C.W.¹¹ Bopp, S.¹² Winzeler, E.A.¹³

25
- 84856508840
- J. A. Codelli A. L. A. Puchlopek S. E. Reisman J. Am. Chem. Soc. 2012 134 1930 1933
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 1930-1933
- Codelli, J.A.¹ Puchlopek, A.L.A.² Reisman, S.E.³

26
- 84863513722
- N. Boyer M. Movassaghi Chem. Sci. 2012 3 1798 1803
- (2012) Chem. Sci. , vol.3 , pp. 1798-1803
- Boyer, N.¹ Movassaghi, M.²

27
- 84874632782
- N. Boyer K. C. Morrison J. Kim P. J. Hergenrother M. Movassaghi Chem. Sci. 2013 4 1646 1657
- (2013) Chem. Sci. , vol.4 , pp. 1646-1657
- Boyer, N.¹ Morrison, K.C.² Kim, J.³ Hergenrother, P.J.⁴ Movassaghi, M.⁵

28
- 84874999346
- J. E. DeLorbe D. Horne R. Jove S. M. Mennen S. Nam F.-L. Zhang L. E. Overman J. Am. Chem. Soc. 2013 135 4117 4128
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 4117-4128
- Delorbe, J.E.¹ Horne, D.² Jove, R.³ Mennen, S.M.⁴ Nam, S.⁵ Zhang, F.-L.⁶ Overman, L.E.⁷

29
- 0014406950
- P. W. Trown Biochem. Biophys. Res. Commun. 1968 33 402 407
- (1968) Biochem. Biophys. Res. Commun. , vol.33 , pp. 402-407
- Trown, P.W.¹

30
- 2742579880
- T. Hino T. Sato Tetrahedron Lett. 1971 12 3127 3129
- (1971) Tetrahedron Lett. , vol.12 , pp. 3127-3129
- Hino, T.¹ Sato, T.²

31
- 0017132726
- H. C. J. Ottenheijm J. D. M. Herscheid G. P. C. Kerkhoff T. F. Spande J. Org. Chem. 1976 41 3433 3438
- (1976) J. Org. Chem. , vol.41 , pp. 3433-3438
- Ottenheijm, H.C.J.¹ Herscheid, J.D.M.² Kerkhoff, G.P.C.³ Spande, T.F.⁴

32
- 0017390047
- D. L. Coffen D. A. Katonak N. R. Nelson F. D. Sancilio J. Org. Chem. 1977 42 948 952
- (1977) J. Org. Chem. , vol.42 , pp. 948-952
- Coffen, D.L.¹ Katonak, D.A.² Nelson, N.R.³ Sancilio, F.D.⁴

33
- 0000493583
- R. M. Williams R. W. Armstrong L. K. Maruyama J.-S. Dung O. P. Anderson J. Am. Chem. Soc. 1985 107 3246 3253
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 3246-3253
- Williams, R.M.¹ Armstrong, R.W.² Maruyama, L.K.³ Dung, J.-S.⁴ Anderson, O.P.⁵

34
- 0141618485
- C. J. Moody A. M. Z. Slawin D. Willows Org. Biomol. Chem. 2003 1 2716 2722
- (2003) Org. Biomol. Chem. , vol.1 , pp. 2716-2722
- Moody, C.J.¹ Slawin, A.M.Z.² Willows, D.³

35
- 33644760477
- A. E. Aliev S. T. Hilton W. B. Motherwell D. L. Selwood Tetrahedron Lett. 2006 47 2387 2390
- (2006) Tetrahedron Lett. , vol.47 , pp. 2387-2390
- Aliev, A.E.¹ Hilton, S.T.² Motherwell, W.B.³ Selwood, D.L.⁴

36
- 76449119230
- N. W. Polaske R. Dubey G. S. Nichol B. Olenyuk Tetrahedron: Asymmetry 2009 20 2742 2750
- (2009) Tetrahedron: Asymmetry , vol.20 , pp. 2742-2750
- Polaske, N.W.¹ Dubey, R.² Nichol, G.S.³ Olenyuk, B.⁴

37
- 66449097465
- R. Dubey N. W. Polaske G. S. Nichol B. Olenyuk Tetrahedron Lett. 2009 50 4310 4313
- (2009) Tetrahedron Lett. , vol.50 , pp. 4310-4313
- Dubey, R.¹ Polaske, N.W.² Nichol, G.S.³ Olenyuk, B.⁴

38
- 84856710148
- Exceptional face selectivity is known only for the cyclo-[Pro-Pro] diketopiperazine structure. This feature was exploited by Schmidt et al. in a rare example of the enantioselective synthesis of the ETP core, towards the synthesis of a pyrrole natural product that relied on the exceptional guiding properties of the cyclo-[Pro-Pro] DKP core
- B. M. Ruff S. Zhong M. Nieger S. Bräse Org. Biomol. Chem. 2012 10 935 940
- (2012) Org. Biomol. Chem. , vol.10 , pp. 935-940
- Ruff, B.M.¹ Zhong, S.² Nieger, M.³ Bräse, S.⁴

39
- 0015449882
- E. Öhler H. Poisel F. Tataruch U. Schmidt Chem. Ber. 1972 105 635 641
- (1972) Chem. Ber. , vol.105 , pp. 635-641
- Öhler, E.¹ Poisel, H.² Tataruch, F.³ Schmidt, U.⁴

40
- 0015443860
- H. Poisel U. Schmidt Chem. Ber. 1972 105 625 634
- (1972) Chem. Ber. , vol.105 , pp. 625-634
- Poisel, H.¹ Schmidt, U.²

41
- 0015549737
- E. Öhler F. Tataruch U. Schmidt Chem. Ber. 1973 106 396 398
- (1973) Chem. Ber. , vol.106 , pp. 396-398
- Öhler, E.¹ Tataruch, F.² Schmidt, U.³

42
- 0016258464
- G. M. Strunz M. Kakushima Experientia 1974 30 719 720
- (1974) Experientia , vol.30 , pp. 719-720
- Strunz, G.M.¹ Kakushima, M.²

43
- 0019174349
- R. M. Williams W. H. Rastetter J. Org. Chem. 1980 45 2625 2631
- (1980) J. Org. Chem. , vol.45 , pp. 2625-2631
- Williams, R.M.¹ Rastetter, W.H.²

44
- 0019463984
- T. Fukuyama S. Nakatsuka Y. Kishi Tetrahedron 1981 37 2045 2078
- (1981) Tetrahedron , vol.37 , pp. 2045-2078
- Fukuyama, T.¹ Nakatsuka, S.² Kishi, Y.³

45
- 0000475510
- 19 is also commercially available from Aldrich.
- Y. Kishi T. Fukuyama S. Nakatsuka J. Am. Chem. Soc. 1973 95 6490 6492
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 6490-6492
- Kishi, Y.¹ Fukuyama, T.² Nakatsuka, S.³

46
- 0000031505
- S. Ratner H. T. Clarke J. Am. Chem. Soc. 1937 59 200 206
- (1937) J. Am. Chem. Soc. , vol.59 , pp. 200-206
- Ratner, S.¹ Clarke, H.T.²

47
- 0014421342
- D. Yamashiro H. L. Aanning L. A. Branda W. D. Cash V. V. S. Murti V. Du Vigneaud J. Am. Chem. Soc. 1968 90 4141 4144
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 4141-4144
- Yamashiro, D.¹ Aanning, H.L.² Branda, L.A.³ Cash, W.D.⁴ Murti, V.V.S.⁵ Du Vigneaud, V.⁶

48
- 0001715885
- C. R. Williams J. F. Britten D. N. Harpp J. Org. Chem. 1994 59 806 812
- (1994) J. Org. Chem. , vol.59 , pp. 806-812
- Williams, C.R.¹ Britten, J.F.² Harpp, D.N.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.