SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 6, Issue 19, 2008, Pages 3464-3466

Catalytic asymmetric synthesis of the alkaloid (+)-myrtine

(3) Pizzuti, Maria Gabriella a Minnaard, Adriaan J a Feringa, Ben L a

a UNIVERSITY OF GRONINGEN (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CHEMICAL REACTIONS; ELECTRON TRANSITIONS;

ASYMMETRIC SYNTHESIS; DIASTEREOSELECTIVE; EFFICIENT SYNTHESIS; ENANTIOSELECTIVE CONJUGATE ADDITION; LITHIATION;

COMPLEXATION;

ALKALOID; MYRTINE; QUINOLIZINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMISTRY; ENZYME SPECIFICITY; STEREOISOMERISM; SYNTHESIS;

ALKALOIDS; CATALYSIS; QUINOLIZINES; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 52149098591 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b807575a Document Type: Article

Times cited : (48)

References (62)

1
- 0003982088
- Elsevier, Amsterdam
- M. Rubiralta, E. Giralt and A. Diez, in Piperidine: Structure, Preparation, Reactivity, and Synthetic Applications of Piperidine and its Derivatives, Elsevier, Amsterdam, 1991
- (1991) Piperidine: Structure, Preparation, Reactivity, and Synthetic Applications of Piperidine and Its Derivatives
- Rubiralta, M.¹ Giralt, E.² Diez In, A.³

2
- 0033658736
- S. Leclercq J. C. Braekman D. Daloze J. M. Pasteels Prog. Chem. Org. Nat. Prod. 2000 79 115
- (2000) Prog. Chem. Org. Nat. Prod. , vol.79 , pp. 115
- Leclercq, S.¹ Braekman, J.C.² Daloze, D.³ Pasteels, J.M.⁴

3
- 17144424601
- R. Šebesta M. G. Pizzuti A. J. Boersma A. J. Minnaard B. L. Feringa Chem. Commun. 2005 1711
- (2005) Chem. Commun. , pp. 1711
- Šebesta, R.¹ Pizzuti, M.G.² Boersma, A.J.³ Minnaard, A.J.⁴ Feringa, B.L.⁵

4
- 0027494184
- D. L. Comins H. Hong J. Org. Chem. 1993 58 5035
- (1993) J. Org. Chem. , vol.58 , pp. 5035
- Comins, D.L.¹ Hong, H.²

5
- 0033534568
- D. L. Comins G. M. Green Tetrahedron Lett. 1999 40 217
- (1999) Tetrahedron Lett. , vol.40 , pp. 217
- Comins, D.L.¹ Green, G.M.²

6
- 0032984987
- J. N. Tawara P. Lorenz F. R. Stermitz J. Nat. Prod. 1999 62 321
- (1999) J. Nat. Prod. , vol.62 , pp. 321
- Tawara, J.N.¹ Lorenz, P.² Stermitz, F.R.³

7
- 0033614872
- D. L. Comins C. A. Brooks R. S. Al-awar R. R. Goehring Org. Lett. 1999 1 229
- (1999) Org. Lett. , vol.1 , pp. 229
- Comins, D.L.¹ Brooks, C.A.² Al-Awar, R.S.³ Goehring, R.R.⁴

8
- 0034611961
- C. A. Brooks D. L. Comins Tetrahedron Lett. 2000 41 3551
- (2000) Tetrahedron Lett. , vol.41 , pp. 3551
- Brooks, C.A.¹ Comins, D.L.²

9
- 0034676585
- P. S. Watson B. Jiang B. Scott Org. Lett. 2000 2 3679
- (2000) Org. Lett. , vol.2 , pp. 3679
- Watson, P.S.¹ Jiang, B.² Scott, B.³

10
- 0035825796
- Addition to cyclic enones:
- D. L. Comins S. Huang C. L. McArdle C. L. Ingalls Org. Lett. 2001 3 469
- (2001) Org. Lett. , vol.3 , pp. 469
- Comins, D.L.¹ Huang, S.² McArdle, C.L.³ Ingalls, C.L.⁴

11
- 0033605181
- S. M. W. Bennett S. M. Brown J. P. Muxworthy S. Woodward Tetrahedron Lett. 1999 40 1767
- (1999) Tetrahedron Lett. , vol.40 , pp. 1767
- Bennett, S.M.W.¹ Brown, S.M.² Muxworthy, J.P.³ Woodward, S.⁴

12
- 0034724762
- S. M. W. Bennett S. M. Brown A. Cunningham M. R. Dennis J. P. Muxworthy M. A. Oakley S. Woodward Tetrahedron 2000 56 2847
- (2000) Tetrahedron , vol.56 , pp. 2847
- Bennett, S.M.W.¹ Brown, S.M.² Cunningham, A.³ Dennis, M.R.⁴ Muxworthy, J.P.⁵ Oakley, M.A.⁶ Woodward, S.⁷

13
- 0043037586
- O. Pàmies G. Net A. Ruiz C. Claver S. Woodward Tetrahedron: Asymmetry 2000 11 871
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 871
- Pàmies, O.¹ Net, G.² Ruiz, A.³ Claver, C.⁴ Woodward, S.⁵

14
- 0037020480
- V. Garcia-Ruiz S. Woodward Tetrahedron: Asymmetry 2002 13 2177
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 2177
- Garcia-Ruiz, V.¹ Woodward, S.²

15
- 1842588432
- V. Albrow K. Biswas A. Crane N. Chaplin T. Easun S. Gladiali B. Lygo S. Woodward Tetrahedron: Asymmetry 2003 14 2813
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 2813
- Albrow, V.¹ Biswas, K.² Crane, A.³ Chaplin, N.⁴ Easun, T.⁵ Gladiali, S.⁶ Lygo, B.⁷ Woodward, S.⁸

16
- 0037415851
- P. K. Fraser S. Woodward Chem.-Eur. J. 2003 9 776
- (2003) Chem.-Eur. J. , vol.9 , pp. 776
- Fraser, P.K.¹ Woodward, S.²

17
- 21344461676
- A. Alexakis V. Albrow K. Biswas M. d'Augustin O. Prieto S. Woodward Chem. Commun. 2005 2843
- (2005) Chem. Commun. , pp. 2843
- Alexakis, A.¹ Albrow, V.² Biswas, K.³ D'Augustin, M.⁴ Prieto, O.⁵ Woodward, S.⁶

18
- 0037135451
- Formation of quaternary stereocenters:
- L. Liang A. S. C. Chan Tetrahedron: Asymmetry 2002 13 1393
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 1393
- Liang, L.¹ Chan, A.S.C.²

19
- 14844320728
- M. d'Augustin L. Palais A. Alexakis Angew. Chem., Int. Ed. 2005 44 1376
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 1376
- D'Augustin, M.¹ Palais, L.² Alexakis, A.³

20
- 34548162908
- M. Vuagnoux-d'Augustin S. Kehrli A. Alexakis Synlett 2007 2057
- (2007) Synlett , pp. 2057
- Vuagnoux-D'Augustin, M.¹ Kehrli, S.² Alexakis, A.³

21
- 36749091836
- Addition to acyclic enones:
- M. Vuagnoux-d'Augustin A. Alexakis Chem.-Eur. J. 2007 13 9647
- (2007) Chem.-Eur. J. , vol.13 , pp. 9647
- Vuagnoux-D'Augustin, M.¹ Alexakis, A.²

22
- 21344461676
- Addition to nitroalkenes:
- A. Alexakis V. Albrow K. Biswas M. d'Augustin O. Prieto S. Woodward Chem. Commun. 2005 2843
- (2005) Chem. Commun. , pp. 2843
- Alexakis, A.¹ Albrow, V.² Biswas, K.³ D'Augustin, M.⁴ Prieto, O.⁵ Woodward, S.⁶

23
- 1642352712
- Addition to α,β-unsaturated lactams:
- U. Eilitz F. Leßmann O. Seidelmann V. Wendisch Tetrahedron: Asymmetry 2003 14 3095
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 3095
- Eilitz, U.¹ Leßmann, F.² Seidelmann, O.³ Wendisch, V.⁴

24
- 2942752129
- M. Pineschi F. Del Moro F. Gini A. J. Minnaard B. L. Feringa Chem. Commun. 2004 1244
- (2004) Chem. Commun. , pp. 1244
- Pineschi, M.¹ Del Moro, F.² Gini, F.³ Minnaard, A.J.⁴ Feringa, B.L.⁵

25
- 0041406446
- P. Slosse C. Hootele Tetrahedron Lett. 1978 4 397
- (1978) Tetrahedron Lett. , vol.4 , pp. 397
- Slosse, P.¹ Hootele, C.²

26
- 0001258881
- P. Slosse C. Hootele Tetrahedron 1981 37 4287
- (1981) Tetrahedron , vol.37 , pp. 4287
- Slosse, P.¹ Hootele, C.²

27
- 37049071996
- F. D. King J. Chem. Soc., Perkin Trans. 1 1986 447
- (1986) J. Chem. Soc., Perkin Trans. 1 , pp. 447
- King, F.D.¹

28
- 0024446755
- D. L. Comins D. H. LaMunyon Tetrahedron Lett. 1989 30 5053
- (1989) Tetrahedron Lett. , vol.30 , pp. 5053
- Comins, D.L.¹ Lamunyon, D.H.²

29
- 0026501022
- Y. Gelas-Mialhe J.-C. Gramain A. Louvet R. Remuson Tetrahedron Lett. 1992 33 73
- (1992) Tetrahedron Lett. , vol.33 , pp. 73
- Gelas-Mialhe, Y.¹ Gramain, J.-C.² Louvet, A.³ Remuson, R.⁴

30
- 0027175170
- R. A. Pilli L. C. Dias A. O. Maldaner Tetrahedron Lett. 1993 34 2729
- (1993) Tetrahedron Lett. , vol.34 , pp. 2729
- Pilli, R.A.¹ Dias, L.C.² Maldaner, A.O.³

31
- 0028840773
- R. A. Pilli L. C. Dias A. O. Maldaner J. Org. Chem. 1995 60 717
- (1995) J. Org. Chem. , vol.60 , pp. 717
- Pilli, R.A.¹ Dias, L.C.² Maldaner, A.O.³

32
- 13244287868
- T. G. Back M. D. Hamilton V. J. J. Lim M. Parvez J. Org. Chem. 2005 70 967
- (2005) J. Org. Chem. , vol.70 , pp. 967
- Back, T.G.¹ Hamilton, M.D.² Lim, V.J.J.³ Parvez, M.⁴

33
- 0026498315
- D. L. Comins D. H. LaMunyon J. Org. Chem. 1992 57 5807
- (1992) J. Org. Chem. , vol.57 , pp. 5807
- Comins, D.L.¹ Lamunyon, D.H.²

34
- 0032557623
- D. Gardette Y. Gelas-Mialhe J.-C. Gramain B. Perrin R. Remuson Tetrahedron: Asymmetry 1998 9 1823
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1823
- Gardette, D.¹ Gelas-Mialhe, Y.² Gramain, J.-C.³ Perrin, B.⁴ Remuson, R.⁵

35
- 37349120387
- R. Remuson Beilstein J. Org. Chem. 2007 3 32
- (2007) Beilstein J. Org. Chem. , vol.3 , pp. 32
- Remuson, R.¹

36
- 33947196984
- F. A. Davis H. Xu J. Zhang J. Org. Chem. 2007 72 2046
- (2007) J. Org. Chem. , vol.72 , pp. 2046
- Davis, F.A.¹ Xu, H.² Zhang, J.³

37
- 33746472539
- D. L. Comins G. Chung M. A. Foley Heterocycles 1994 37 1121
- (1994) Heterocycles , vol.37 , pp. 1121
- Comins, D.L.¹ Chung, G.² Foley, M.A.³

38
- 52149113227
- M. Schlosser, John Wiley & Sons Ltd
- H. Yamamoto, Organometallics in Synthesis: A Manual; Chapter IV: Organoaluminum Chemistry, ed., M. Schlosser, John Wiley & Sons Ltd, 2002
- (2002) Organometallics in Synthesis: A Manual; Chapter IV: Organoaluminum Chemistry, Ed.
- Yamamoto, H.¹

39
- 33645897192
- -1860
- R. W. Hoffmann Chem. Rev. 1989 89 1841 1860
- (1989) Chem. Rev. , vol.89 , pp. 1841
- Hoffmann, R.W.¹

40
- 33845470921
- P. Beak W. J. Zajdel J. Am. Chem. Soc. 1984 106 1010
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 1010
- Beak, P.¹ Zajdel, W.J.²

41
- 84985577017
- S. T. Kerrick P. Beak J. Am. Chem. Soc. 1991 113 9708
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 9708
- Kerrick, S.T.¹ Beak, P.²

42
- 33751385209
- P. Beak W.-K. Lee J. Org. Chem. 1993 58 1109
- (1993) J. Org. Chem. , vol.58 , pp. 1109
- Beak, P.¹ Lee, W.-K.²

43
- 0000920450
- P. Beak S. T. Kerrick S. Wu J. Chu J. Am. Chem. Soc. 1994 116 3231
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 3231
- Beak, P.¹ Kerrick, S.T.² Wu, S.³ Chu, J.⁴

44
- 0347856089
- P. Beak W.-K. Lee Tetrahedron Lett. 1989 30 1197
- (1989) Tetrahedron Lett. , vol.30 , pp. 1197
- Beak, P.¹ Lee, W.-K.²

45
- 0000371104
- P. Beak W.-K. Lee J. Org. Chem. 1990 55 2578
- (1990) J. Org. Chem. , vol.55 , pp. 2578
- Beak, P.¹ Lee, W.-K.²

46
- 0001224094
- D. J. Gallagher P. Beak J. Am. Chem. Soc. 1995 60 7092
- (1995) J. Am. Chem. Soc. , vol.60 , pp. 7092
- Gallagher, D.J.¹ Beak, P.²

47
- 0000679903
- P. Beak A. Basu D. J. Gallagher Y. S. Park S. Thayumanavan Acc. Chem. Res. 1996 29 552
- (1996) Acc. Chem. Res. , vol.29 , pp. 552
- Beak, P.¹ Basu, A.² Gallagher, D.J.³ Park, Y.S.⁴ Thayumanavan, S.⁵

48
- 0033603876
- D. R. Anderson N. C. Faibish P. Beak J. Am. Chem. Soc. 1999 121 7553
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 7553
- Anderson, D.R.¹ Faibish, N.C.² Beak, P.³

49
- 0035900985
- K. M. Bertini Gross P. Beak J. Am. Chem. Soc. 2001 123 315
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 315
- Bertini Gross, K.M.¹ Beak, P.²

50
- 3242659209
- M. C. Whisler S. MacNeil V. Snieckus P. Beak Angew. Chem., Int. Ed. 2004 43 2206
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 2206
- Whisler, M.C.¹ MacNeil, S.² Snieckus, V.³ Beak, P.⁴

51
- 0000058116
- K. N. Houk N. G. Rondan P. Beak W. J. Zajdel P. v. R. Schleyer J. Chandrashekhar J. Org. Chem. 1981 46 4108
- (1981) J. Org. Chem. , vol.46 , pp. 4108
- Houk, K.N.¹ Rondan, N.G.² Beak, P.³ Zajdel, W.J.⁴ Schleyer, V.P.R.⁵ Chandrashekhar, J.⁶

52
- 0000720118
- R. D. Bach M. L. Braden G. J. Wolber J. Org. Chem. 1983 48 1509
- (1983) J. Org. Chem. , vol.48 , pp. 1509
- Bach, R.D.¹ Braden, M.L.² Wolber, G.J.³

53
- 33845469631
- P. Beak W. J. Zajdel Chem. Rev. 1984 84 471
- (1984) Chem. Rev. , vol.84 , pp. 471
- Beak, P.¹ Zajdel, W.J.²

54
- 0001198464
- D. Y. Curtin W. J. Okehl J. Am. Chem. Soc. 1962 84 1967
- (1962) J. Am. Chem. Soc. , vol.84 , pp. 1967
- Curtin, D.Y.¹ Okehl, W.J.²

55
- 0001005396
- G. Frankel D. T. Dix M. Carlson Tetrahedron Lett. 1968 9 579
- (1968) Tetrahedron Lett. , vol.9 , pp. 579
- Frankel, G.¹ Dix, D.T.² Carlson, M.³

56
- 0000588779
- W. C. Still C. Sreekumar J. Am. Chem. Soc. 1980 102 1201
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 1201
- Still, W.C.¹ Sreekumar, C.²

57
- 1842789668
- R. K. Dieter S. Li N. Chen J. Org. Chem. 2004 69 2867
- (2004) J. Org. Chem. , vol.69 , pp. 2867
- Dieter, R.K.¹ Li, S.² Chen, N.³

58
- 2142807290
- R. K. Dieter G. Oba C. M. Chandupatla K. L. Topping R. T. Watson J. Org. Chem. 2004 69 3076
- (2004) J. Org. Chem. , vol.69 , pp. 3076
- Dieter, R.K.¹ Oba, G.² Chandupatla, C.M.³ Topping, K.L.⁴ Watson, R.T.⁵

59
- 0037429074
- R. K. Dieter R. R. Sharma H. Yu V. K. Gore Tetrahedron 2003 59 1083
- (2003) Tetrahedron , vol.59 , pp. 1083
- Dieter, R.K.¹ Sharma, R.R.² Yu, H.³ Gore, V.K.⁴

60
- 0037152270
- R. K. Dieter R. Watson Tetrahedron Lett. 2002 43 7725
- (2002) Tetrahedron Lett. , vol.43 , pp. 7725
- Dieter, R.K.¹ Watson, R.²

61
- 0037039918
- R. K. Dieter K. Lu J. Org. Chem. 2002 67 847
- (2002) J. Org. Chem. , vol.67 , pp. 847
- Dieter, R.K.¹ Lu, K.²

62
- 17744400080
- M. Berkheij L. von der Sluis C. Sewing D. J. den Boer J. W. Terpstra H. Hiemstra W. I. Iwema Bakker A. van den Hoogenband J. H. van Maarseveen Tetrahedron Lett. 2005 46 2369
- (2005) Tetrahedron Lett. , vol.46 , pp. 2369
- Berkheij, M.¹ Von Der Sluis, L.² Sewing, C.³ Den Boer, D.J.⁴ Terpstra, J.W.⁵ Hiemstra, H.⁶ Iwema Bakker, W.I.⁷ Van Den Hoogenband, A.⁸ Van Maarseveen, J.H.⁹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.