SCOPUS 정보 검색 플랫폼

Chemical Communications

Volumn , Issue 24, 2006, Pages 2616-2618

Domino metal-free allene-β-lactam-based access to functionalized pyrroles

(3) Alcaide, Benito a Almendros, Pedro b Redondo, María C a

a UNIVERSIDAD COMPLUTENSE DE MADRID (Spain)

b INSTITUTO DE QUÍMICA ORGÁNICA GENERAL (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALLENE BETA LACTAM; BETA LACTAM; METHANOL; PYRROLE; SODIUM METHOXIDE METHANOL; TRANSITION ELEMENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE;

EID: 33745223642 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b601238h Document Type: Article

Times cited : (36)

References (44)

1
- 33745220427
- A. Fürstner Angew. Chem., Int. Ed. 2003 42 3528
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 3528
- Fürstner, A.¹

2
- 0033966987
- P. A. Jacobi L. D. Coults J. S. Guo S. I. Leung J. Org. Chem. 2000 65 205
- (2000) J. Org. Chem. , vol.65 , pp. 205
- Jacobi, P.A.¹ Coults, L.D.² Guo, J.S.³ Leung, S.I.⁴

3
- 0038542691
- A. Fürstner Synlett 1999 1523
- (1999) Synlett , pp. 1523
- Fürstner, A.¹

4
- 33846334249
- S. Higgins Chem. Soc. Rev. 1997 26 247
- (1997) Chem. Soc. Rev. , vol.26 , pp. 247
- Higgins, S.¹

5
- 0003607021
- A. R. Katritzky, C. W. Rees and E. F. Scriven, Pergamon Press, Oxford, UK, p. 207
- G. W. Gribble, in Comprehensive Heterocyclic Chemistry II, ed., A. R. Katritzky, C. W. Rees and E. F. Scriven,, Pergamon Press, Oxford, UK, 1996, vol. 2, p. 207
- (1996) Comprehensive Heterocyclic Chemistry II, Ed.
- Gribble In, G.W.¹

6
- 0004052507
- Springer-Verlag, Berlin
- A. Gossauer, Die Chemie der Pyrrole, Springer-Verlag, Berlin, 1974
- (1974) Die Chemie der Pyrrole
- Gossauer, A.¹

7
- 0033550480
- D. L. Boger C. W. Boyce M. A. Labrili C. A. Sehon Q. Jin J. Am. Chem. Soc. 1999 121 54
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 54
- Boger, D.L.¹ Boyce, C.W.² Labrili, M.A.³ Sehon, C.A.⁴ Jin, Q.⁵

8
- 0035356707
- V. M. Domingo C. Alemán E. Brillas L. Julia J. Org. Chem. 2001 66 4058
- (2001) J. Org. Chem. , vol.66 , pp. 4058
- Domingo, V.M.¹ Alemán, C.² Brillas, E.³ Julia, L.⁴

9
- 0004139257
- K. Müllen and G. Wegner, Wiley-VCH, Weinheim, For a comprehensive review, see:
- L. Groenendaal, E.-W. Meijer and J. A. J. M. Vekemans, in Electronic Materials: The Oligomer Approach, ed., K. Müllen and G. Wegner,, Wiley-VCH, Weinheim, 1997
- (1997) Electronic Materials: The Oligomer Approach, Ed.
- Groenendaal, L.¹ Meijer, E.-W.² Vekemans In, J.A.J.M.³

10
- 33645457199
- N. Krause and A. S. K. Hashmi, Wiley-VCH, Weinheim,. For a selection of recent examples, see for instance:
- Modern Allene Chemistry, ed., N. Krause and A. S. K. Hashmi,, Wiley-VCH, Weinheim, 2004
- (2004) Modern Allene Chemistry, Ed.

11
- 17044364018
- P. H. Lee H. Kim K. Lee M. Kim K. Noh H. Kim D. Seomoon Angew. Chem., Int. Ed. 2005 44 1840
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 1840
- Lee, P.H.¹ Kim, H.² Lee, K.³ Kim, M.⁴ Noh, K.⁵ Kim, H.⁶ Seomoon, D.⁷

12
- 15444374270
- R. K. Dieter N. Chen H. Yu L. E. Nice V. K. Gore J. Org. Chem. 2005 70 2109
- (2005) J. Org. Chem. , vol.70 , pp. 2109
- Dieter, R.K.¹ Chen, N.² Yu, H.³ Nice, L.E.⁴ Gore, V.K.⁵

13
- 8744284583
- N. Morita N. Krause Org. Lett. 2004 6 4121
- (2004) Org. Lett. , vol.6 , pp. 4121
- Morita, N.¹ Krause, N.²

14
- 0038373078
- S. Ma F. Yu W. Gao J. Org. Chem. 2003 68 5943
- (2003) J. Org. Chem. , vol.68 , pp. 5943
- Ma, S.¹ Yu, F.² Gao, W.³

15
- 0141508974
- For selected reviews, see:
- L. Ackermann R. G. Bergman R. N. Loy J. Am. Chem. Soc. 2003 125 11956
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11956
- Ackermann, L.¹ Bergman, R.G.² Loy, R.N.³

16
- 18144369212
- β-Lactams: Synthesis, Stereochemistry, Synthons and Biological Evaluation
- B. K. Banik
- β-Lactams: Synthesis, Stereochemistry, Synthons and Biological Evaluation, Curr. Med. Chem., guest ed., B. K. Banik, 2004, vol. 11, issue 14
- (2004) Curr. Med. Chem., Guest Ed. , vol.11 , Issue.14

17
- 0036186587
- B. Alcaide P. Almendros Synlett 2002 381
- (2002) Synlett , pp. 381
- Alcaide, B.¹ Almendros, P.²

18
- 0035215545
- C. Palomo J. M. Aizpurua I. Ganboa M. Oiarbide Synlett 2001 1813
- (2001) Synlett , pp. 1813
- Palomo, C.¹ Aizpurua, J.M.² Ganboa, I.³ Oiarbide, M.⁴

19
- 57249083927
- B. Alcaide P. Almendros Chem. Soc. Rev. 2001 30 226
- (2001) Chem. Soc. Rev. , vol.30 , pp. 226
- Alcaide, B.¹ Almendros, P.²

20
- 0000727123
- I. Ojima F. Delaloge Chem. Soc. Rev. 1997 26 377
- (1997) Chem. Soc. Rev. , vol.26 , pp. 377
- Ojima, I.¹ Delaloge, F.²

21
- 0001197816
- To the best of our knowledge, only two reports are available:
- M. S. Manhas D. R. Wagle J. Chiang A. K. Bose Heterocycles 1988 27 1755
- (1988) Heterocycles , vol.27 , pp. 1755
- Manhas, M.S.¹ Wagle, D.R.² Chiang, J.³ Bose, A.K.⁴

22
- 0035969627
- R. K. Dieter H. Yu Org. Lett. 2001 3 3855
- (2001) Org. Lett. , vol.3 , pp. 3855
- Dieter, R.K.¹ Yu, H.²

23
- 0032714741
- The preparation of pyrroles from allenimines is somewhat more developed:
- M. O. Amombo A. Hausherr H.-U. Reissig Synlett 1999 1871
- (1999) Synlett , pp. 1871
- Amombo, M.O.¹ Hausherr, A.² Reissig, H.-U.³

24
- 4644262365
- O. Flögel J. Dash I. Brüdgam H. Hartl H.-U. Reißig Chem. Eur. J. 2004 10 4283
- (2004) Chem. Eur. J. , vol.10 , pp. 4283
- Flögel, O.¹ Dash, J.² Brüdgam, I.³ Hartl, H.⁴ Reißig, H.-U.⁵

25
- 0035819945
- A. V. Kel'in A. W. Sromek V. Gevorgyan J. Am. Chem. Soc. 2001 123 2074
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 2074
- Kel'In, A.V.¹ Sromek, A.W.² Gevorgyan, V.³

26
- 0032868822
- L. Brandsma N. A. Nedolya B. A. Trofimov Eur. J. Org. Chem. 1999 2663
- (1999) Eur. J. Org. Chem. , pp. 2663
- Brandsma, L.¹ Nedolya, N.A.² Trofimov, B.A.³

27
- 0032537166
- N. A. Nedolya L. Brandsma O. A. Tarasova H. D. Verkruijsse B. A. Trofimov Tetrahedron Lett. 1998 39 2409
- (1998) Tetrahedron Lett. , vol.39 , pp. 2409
- Nedolya, N.A.¹ Brandsma, L.² Tarasova, O.A.³ Verkruijsse, H.D.⁴ Trofimov, B.A.⁵

28
- 25444515688
- B. Alcaide P. Almendros R. Rodríguez-Acebes Chem. Eur. J. 2005 11 5708
- (2005) Chem. Eur. J. , vol.11 , pp. 5708
- Alcaide, B.¹ Almendros, P.² Rodríguez-Acebes, R.³

29
- 27444436637
- B. Alcaide P. Almendros M. C. Redondo M. P. Ruiz J. Org. Chem. 2005 70 8890
- (2005) J. Org. Chem. , vol.70 , pp. 8890
- Alcaide, B.¹ Almendros, P.² Redondo, M.C.³ Ruiz, M.P.⁴

30
- 24944466131
- B. Alcaide P. Almendros G. Cabrero M. P. Ruiz Org. Lett. 2005 7 3981
- (2005) Org. Lett. , vol.7 , pp. 3981
- Alcaide, B.¹ Almendros, P.² Cabrero, G.³ Ruiz, M.P.⁴

31
- 17444387079
- B. Alcaide P. Almendros R. Rodríguez-Acebes J. Org. Chem. 2005 70 3198
- (2005) J. Org. Chem. , vol.70 , pp. 3198
- Alcaide, B.¹ Almendros, P.² Rodríguez-Acebes, R.³

32
- 32044451039
- B. Alcaide P. Almendros C. Aragoncillo M. C. Redondo M. R. Torres Chem. Eur. J. 2006 12 1539
- (2006) Chem. Eur. J. , vol.12 , pp. 1539
- Alcaide, B.¹ Almendros, P.² Aragoncillo, C.³ Redondo, M.C.⁴ Torres, M.R.⁵

33
- 0037006835
- B. Alcaide P. Almendros C. Aragoncillo Chem. Eur. J. 2002 8 1719
- (2002) Chem. Eur. J. , vol.8 , pp. 1719
- Alcaide, B.¹ Almendros, P.² Aragoncillo, C.³

34
- 0035958460
- B. Alcaide P. Almendros C. Aragoncillo R. Rodríguez-Acebes J. Org. Chem. 2001 66 5208
- (2001) J. Org. Chem. , vol.66 , pp. 5208
- Alcaide, B.¹ Almendros, P.² Aragoncillo, C.³ Rodríguez-Acebes, R.⁴

35
- 0001241716
- For a review on natural product hybrids, see:
- B. Alcaide P. Almendros C. Aragoncillo Org. Lett. 2000 2 1411
- (2000) Org. Lett. , vol.2 , pp. 1411
- Alcaide, B.¹ Almendros, P.² Aragoncillo, C.³

36
- 0141427680
- For a preparation of 1,2,3,5-tetrasubstituted pyrroles bearing the bioactive pyrroleacetic acid scaffold, see:
- L. F. Tietze H. P. Bell S. Chandrasekhar Angew. Chem., Int. Ed. 2003 42 3996
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 3996
- Tietze, L.F.¹ Bell, H.P.² Chandrasekhar, S.³

37
- 13244269968
- P. S. Baran J. M. Richter D. W. Lin Angew. Chem., Int. Ed. 2005 44 609
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 609
- Baran, P.S.¹ Richter, J.M.² Lin, D.W.³

38
- 33745207037
- note
- 1H NMR spectra of the racemates after the addition of the chiral shift reagent, the hydrogens of the enantiomers not prepared in this work were upfield of the analogous hydrogens of our enantiopure pyrrole derivatives

39
- 0141940652
- D. C. Martin A. J. Vernall B. M. Clark A. D. Abell Org. Biomol. Chem. 2003 1 2103
- (2003) Org. Biomol. Chem. , vol.1 , pp. 2103
- Martin, D.C.¹ Vernall, A.J.² Clark, B.M.³ Abell, A.D.⁴

40
- 0035102461
- A. D. Abell B. K. Nabbs Bioorg. Med. Chem. 2001 9 621
- (2001) Bioorg. Med. Chem. , vol.9 , pp. 621
- Abell, A.D.¹ Nabbs, B.K.²

41
- 33745204780
- Eur. Pat. Appl., 1992, EP 480458 A2 19920415
- D. Della Bella, A. Carenzi, M. Cibin and N. Gentile, Eur. Pat. Appl., 1992, EP 480458 A2 19920415
- Della, B.D.¹ Carenzi, A.² Cibin, M.³ Gentile, N.⁴

42
- 33745209342
- 14434; in addition 2-(hydroxymethyl)pyrroles are versatile intermediates in the synthesis of natural products, especially porphyrins and related pyrrole oligomers. See:
- Chem. Abstr. 1992, 117, 14434
- (1992) Chem. Abstr. , vol.117

43
- 0029868699
- A. R. Katritzky J. Li J. Org. Chem. 1996 61 1624
- (1996) J. Org. Chem. , vol.61 , pp. 1624
- Katritzky, A.R.¹ Li, J.²

44
- 85102093299
- N2′ displacement of methoxide
- N2′ displacement of methoxide

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.