SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 7, Issue 18, 2009, Pages 3657-3659

Remarkable rate acceleration of intramolecular Diels-Alder reaction in ionic liquids

(3) Yanai, Hikaru a Ogura, Hiroshi a Taguchi, Takeo a

a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

[BMIM][BF; DIASTEREO-SELECTIVITY; GOOD YIELD; INTRAMOLECULAR DIELS-ALDER REACTION; LEWIS ACID CATALYSTS; RATE ACCELERATION;

CHEMICAL REACTIONS; ESTERS; IONIZATION OF LIQUIDS;

IONIC LIQUIDS;

ALKENE; ESTER; IONIC LIQUID; LACTONE; METAL; ORGANOMETALLIC COMPOUND;

ARTICLE; CHEMISTRY; ENZYME SPECIFICITY; KINETICS; STEREOISOMERISM;

ALKENES; ESTERS; IONIC LIQUIDS; KINETICS; LACTONES; METALS; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

ALNUS;

EID: 69549105964 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b910488g Document Type: Article

Times cited : (24)

References (45)

1
- 30744456747
- K. Takao R. Munakata K. Tadano Chem. Rev. 2005 105 4779 4807
- (2005) Chem. Rev. , vol.105 , pp. 4779-4807
- Takao, K.¹ Munakata, R.² Tadano, K.³

2
- 0003417469
- B. M. Trost, and I. Fleming, Eds., Pergamon, Oxford, UK, pp. 513
- W. R. Roush, In Comprehensive Organic Synthesis, B. M. Trost, and, I. Fleming, Eds., Pergamon, Oxford, UK, 1991, Vol. 2, pp. 513
- (1991) Comprehensive Organic Synthesis
- Roush In, W.R.¹

3
- 37049076286
- D. Craig Chem. Soc. Rev. 1987 16 187 238
- (1987) Chem. Soc. Rev. , vol.16 , pp. 187-238
- Craig, D.¹

4
- 0003009874
- E. Ciganek Org. React. 1984 32 1 374
- (1984) Org. React. , vol.32 , pp. 1-374
- Ciganek, E.¹

5
- 7144251411
- G. Brieger J. N. Bennett Chem. Rev. 1980 80 63 97
- (1980) Chem. Rev. , vol.80 , pp. 63-97
- Brieger, G.¹ Bennett, J.N.²

6
- 0000809370
- P. Kim M. H. Nantz M. J. Kurth M. M. Olmstead Org. Lett. 2000 2 1831 1834
- (2000) Org. Lett. , vol.2 , pp. 1831-1834
- Kim, P.¹ Nantz, M.H.² Kurth, M.J.³ Olmstead, M.M.⁴

7
- 0000719534
- M. E. Jung A. Huang T. W. Johnson Org. Lett. 2000 2 1835 1837
- (2000) Org. Lett. , vol.2 , pp. 1835-1837
- Jung, M.E.¹ Huang, A.² Johnson, T.W.³

8
- 33746912011
- E. L. Pearson L. C. H. Kwan C. I. Turner G. A. Jones A. C. Willis M. N. Paddon-Row M. S. Sherburn J. Org. Chem. 2006 71 6099 6109
- (2006) J. Org. Chem. , vol.71 , pp. 6099-6109
- Pearson, E.L.¹ Kwan, L.C.H.² Turner, C.I.³ Jones, G.A.⁴ Willis, A.C.⁵ Paddon-Row, M.N.⁶ Sherburn, M.S.⁷

9
- 58149185444
- S. Inoue C. Yin H. Kosugi A. Nabeta Y. Sakai K. Honda Y. Hoshino Bull. Chem. Soc. Jpn. 2008 81 1308 1314
- (2008) Bull. Chem. Soc. Jpn. , vol.81 , pp. 1308-1314
- Inoue, S.¹ Yin, C.² Kosugi, H.³ Nabeta, A.⁴ Sakai, Y.⁵ Honda, K.⁶ Hoshino, Y.⁷

10
- 0035937307
- D. J. Tantillo K. N. Houk M. E. Jung J. Org. Chem. 2001 66 1938 1940
- (2001) J. Org. Chem. , vol.66 , pp. 1938-1940
- Tantillo, D.J.¹ Houk, K.N.² Jung, M.E.³

11
- 33845551047
- S. F. Martin S. A. Williamson R. P. Gist K. M. Smith J. Org. Chem. 1983 48 5170 5180
- (1983) J. Org. Chem. , vol.48 , pp. 5170-5180
- Martin, S.F.¹ Williamson, S.A.² Gist, R.P.³ Smith, K.M.⁴

12
- 0003536850
- Pergamon, Oxford
- For a review on conformation and stereoelectronic effect of ester compounds, see: P. Deslongchamps, In Stereoelectronic Effects in Organic Chemistry, Pergamon, Oxford, 1983, pp. 54-100
- (1983) Stereoelectronic Effects in Organic Chemistry , pp. 54-100
- Deslongchamps, P.¹

13
- 0035823102
- D. Cain D. M. Pawar M. Stewart H. Billings, Jr. E. A. Noe J. Org. Chem. 2001 66 6092 6095
- (2001) J. Org. Chem. , vol.66 , pp. 6092-6095
- Cain, D.¹ Pawar, D.M.² Stewart, M.³ Billings Jr., H.⁴ Noe, E.A.⁵

14
- 0038669079
- For a review, see: -190
- T. Uchimaru S. Tsuzuki M. Sugie A. Sekiya Chem. Phys. Lett. 2003 373 182 190
- (2003) Chem. Phys. Lett. , vol.373 , pp. 182
- Uchimaru, T.¹ Tsuzuki, S.² Sugie, M.³ Sekiya, A.⁴

15
- 34547604569
- T. Taguchi A. Saito H. Yanai Chem. Rec. 2007 7 167 179
- (2007) Chem. Rec. , vol.7 , pp. 167-179
- Taguchi, T.¹ Saito, A.² Yanai, H.³

16
- 0347811945
- A. Saito H. Ito T. Taguchi Org. Lett. 2002 4 4619 4621
- (2002) Org. Lett. , vol.4 , pp. 4619-4621
- Saito, A.¹ Ito, H.² Taguchi, T.³

17
- 9644260643
- A. Saito H. Yanai T. Taguchi Tetrahedron 2004 60 12239 12247
- (2004) Tetrahedron , vol.60 , pp. 12239-12247
- Saito, A.¹ Yanai, H.² Taguchi, T.³

18
- 18644384220
- A. Saito H. Yanai W. Sakamoto K. Takahashi T. Taguchi J. Fluorine Chem. 2005 126 709 714
- (2005) J. Fluorine Chem. , vol.126 , pp. 709-714
- Saito, A.¹ Yanai, H.² Sakamoto, W.³ Takahashi, K.⁴ Taguchi, T.⁵

19
- 33646510069
- A. Saito W. Sakamoto H. Yanai T. Taguchi Tetrahedron Lett. 2006 47 4181 4185
- (2006) Tetrahedron Lett. , vol.47 , pp. 4181-4185
- Saito, A.¹ Sakamoto, W.² Yanai, H.³ Taguchi, T.⁴

20
- 20544456651
- H. Yanai A. Saito T. Taguchi Tetrahedron 2005 61 7087 7093
- (2005) Tetrahedron , vol.61 , pp. 7087-7093
- Yanai, H.¹ Saito, A.² Taguchi, T.³

21
- 56449092427
- S. Tiwari N. Khupse A. Kumar J. Org. Chem. 2008 73 9075 9083
- (2008) J. Org. Chem. , vol.73 , pp. 9075-9083
- Tiwari, S.¹ Khupse, N.² Kumar, A.³

22
- 84856804248
- P. Wasserscheid, and T. Welton, Eds., Wiley-VCH, Weinheim, Germany
- Ionic Liquids in Synthesis, P. Wasserscheid, and, T. Welton, Eds., Wiley-VCH, Weinheim, Germany, 2008, 2nd edition.
- (2008) Ionic Liquids in Synthesis

23
- 0347417134
- T. Welton Chem. Rev. 1999 99 2071 2083
- (1999) Chem. Rev. , vol.99 , pp. 2071-2083
- Welton, T.¹

24
- 0036998098
- H. Zhao S. V. Malhotra Aldrichimica Acta 2002 35 75 83
- (2002) Aldrichimica Acta , vol.35 , pp. 75-83
- Zhao, H.¹ Malhotra, S.V.²

25
- 12344296667
- N. Jain A. Kumar S. Chauhan S. M. S. Chauhan Tetrahedron 2005 61 1015 1060
- (2005) Tetrahedron , vol.61 , pp. 1015-1060
- Jain, N.¹ Kumar, A.² Chauhan, S.³ Chauhan, S.M.S.⁴

26
- 47349086495
- M. A. P. Martins C. P. Frizzo D. N. Moreira N. Zanatta H. G. Bonacorso Chem. Rev. 2008 108 2015 2050
- (2008) Chem. Rev. , vol.108 , pp. 2015-2050
- Martins, M.A.P.¹ Frizzo, C.P.² Moreira, D.N.³ Zanatta, N.⁴ Bonacorso, H.G.⁵

27
- 38349047179
- N. V. Plechkova K. R. Seddon Chem. Soc. Rev. 2008 37 123 150
- (2008) Chem. Soc. Rev. , vol.37 , pp. 123-150
- Plechkova, N.V.¹ Seddon, K.R.²

28
- 60749119749
- For examples of the inverse electron demand hetero-IMDA reactions in ILs, see: -1810
- B. Wu, B. W. Liu Y. M. Zhang H. Wang Chem.-Eur. J. 2009 15 1804 1810
- (2009) Chem.-Eur. J. , vol.15 , pp. 1804
- Wu, B.B.¹ Liu, W.² Zhang, Y.M.³ Wang, H.⁴

29
- 12344255759
- J. S. Yadav B. V. S. Reddy L. Chetia G. Srinivasulu A. C. Kunwar Tetrahedron Lett. 2005 46 1039 1044
- (2005) Tetrahedron Lett. , vol.46 , pp. 1039-1044
- Yadav, J.S.¹ Reddy, B.V.S.² Chetia, L.³ Srinivasulu, G.⁴ Kunwar, A.C.⁵

30
- 33748466375
- For selected examples of intermolecular DA reaction in ILs, see. -366
- J. S. Yadav B. V. Subba Reddy G. Kondaji S. Sowjanya K. Nagaiah J. Mol. Catal. A: Chem. 2006 258 361 366
- (2006) J. Mol. Catal. A: Chem. , vol.258 , pp. 361
- Yadav, J.S.¹ Subba Reddy, B.V.² Kondaji, G.³ Sowjanya, S.⁴ Nagaiah, K.⁵

31
- 0001601547
- D. A. Jaeger C. E. Tucker Tetrahedron Lett. 1989 30 1785 1788
- (1989) Tetrahedron Lett. , vol.30 , pp. 1785-1788
- Jaeger, D.A.¹ Tucker, C.E.²

32
- 0030963592
- J. Howarth K. Hanlon P. B. McCormac Tetrahedron Lett. 1997 38 3097 3100
- (1997) Tetrahedron Lett. , vol.38 , pp. 3097-3100
- Howarth, J.¹ Hanlon, K.² McCormac, P.B.³

33
- 0033432259
- M. J. Earle P. B. McCormac K. R. Seddon Green Chem. 1999 1 23 25
- (1999) Green Chem. , vol.1 , pp. 23-25
- Earle, M.J.¹ McCormac, P.B.² Seddon, K.R.³

34
- 0033593295
- T. Fischer A. Sethi T. Welton J. Woolf Tetrahedron Lett. 1999 40 793 796
- (1999) Tetrahedron Lett. , vol.40 , pp. 793-796
- Fischer, T.¹ Sethi, A.² Welton, T.³ Woolf, J.⁴

35
- 0033605852
- C. W. Lee Tetrahedron Lett. 1999 40 2461 2464
- (1999) Tetrahedron Lett. , vol.40 , pp. 2461-2464
- Lee, C.W.¹

36
- 0000543160
- C. E. Song W. H. Shim E. J. Roh J. H. Choi Chem. Commun. 2000 1695 1696
- (2000) Chem. Commun. , pp. 1695-1696
- Song, C.E.¹ Shim, W.H.² Roh, E.J.³ Choi, J.H.⁴

37
- 67049118150
- A. P. Abbott G. Capper D. L. Davies R. K. Rasheed V. Tambyrajah Green Chem. 2002 4 24 26
- (2002) Green Chem. , vol.4 , pp. 24-26
- Abbott, A.P.¹ Capper, G.² Davies, D.L.³ Rasheed, R.K.⁴ Tambyrajah, V.⁵

38
- 1242329828
- A. Kumar S. S. Pawar J. Org. Chem. 2004 69 1419 1420
- (2004) J. Org. Chem. , vol.69 , pp. 1419-1420
- Kumar, A.¹ Pawar, S.S.²

39
- 33746842670
- S. Tiwari A. Kumar Angew. Chem., Int. Ed. 2006 45 4824 4825
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 4824-4825
- Tiwari, S.¹ Kumar, A.²

40
- 46749118829
- R. Bini C. Chiappe V. L. Mestre C. S. Pomellic T. Welton Org. Biomol. Chem. 2008 6 2522 2529
- (2008) Org. Biomol. Chem. , vol.6 , pp. 2522-2529
- Bini, R.¹ Chiappe, C.² Mestre, V.L.³ Pomellic, C.S.⁴ Welton, T.⁵

41
- 57249095454
- It has been reported that the thermal IMDA reactions of structurally similar methyl fumarate derivatives in organic solvents required more harsh conditions to obtain the DA product (xylene, reflux, 5 h or toluene, 110 °C, 22 h), see: -520
- A. Aggarwal N. L. Lancaster A. R. Sethi T. Welton Green Chem. 2002 4 517 520
- (2002) Green Chem. , vol.4 , pp. 517
- Aggarwal, A.¹ Lancaster, N.L.² Sethi, A.R.³ Welton, T.⁴

42
- 0027200915
- C.-Y. Chen D. J. Hart J. Org. Chem. 1993 58 3840 3849
- (1993) J. Org. Chem. , vol.58 , pp. 3840-3849
- Chen, C.-Y.¹ Hart, D.J.²

43
- 84890633748
- Chemistry 'on water'-organic synthesis in aqueous suspension
- U. M. Lindstroem, Ed., Blackwell Publishing, Oxford, UK
- S. Narayan, S., V. V. Fokin, K. B. Sharpless, Chemistry 'on water'-organic synthesis in aqueous suspension, In Organic Reactions in Water, U. M. Lindstroem, Ed., Blackwell Publishing, Oxford, UK, 2007, pp. 350-365
- (2007) Organic Reactions in Water , pp. 350-365
- Narayan, S.S.¹ Fokin, V.V.² Sharpless, K.B.³

44
- 20344388819
- S. Narayan J. Muldoon M. G. Finn V. V. Fokin H. C. Kolb K. B. Sharpless Angew. Chem., Int. Ed. 2005 44 3275 3279
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 3275-3279
- Narayan, S.¹ Muldoon, J.² Finn, M.G.³ Fokin, V.V.⁴ Kolb, H.C.⁵ Sharpless, K.B.⁶

45
- 0038640870
- L. Crowhurst P. R. Mawdsley J. M. Perez-Arlandis P. A. Salter T. Welton Phys. Chem. Chem. Phys. 2003 5 2790 2794
- (2003) Phys. Chem. Chem. Phys. , vol.5 , pp. 2790-2794
- Crowhurst, L.¹ Mawdsley, P.R.² Perez-Arlandis, J.M.³ Salter, P.A.⁴ Welton, T.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.