SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 4, Issue 14, 2006, Pages 2753-2768

Oxazinanones as chiral auxiliaries: Synthesis and evaluation in enolate alkylations and aldol reactions

(6) Davies, Stephen G a Garner, A Christopher a Roberts, Paul M a Smith, Andrew D a Sweet, Miles J a Thomson, James E a

a UNIVERSITY OF OXFORD (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; HYDROLYSIS; ORGANIC ACIDS; REACTION KINETICS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

ALKYLATION REACTIONS; ENOLATE ALKYLATION; OXAZINANONES; STEREOSELECTIVITY;

ORGANIC COMPOUNDS;

3-HYDROXYBUTANAL; ALCOHOL DERIVATIVE; ALDEHYDE; ALDOL; ALKENE; OXAZINE DERIVATIVE;

ALKYLATION; ARTICLE; CHEMISTRY; STEREOISOMERISM;

ALCOHOLS; ALDEHYDES; ALKENES; ALKYLATION; OXAZINES; STEREOISOMERISM;

EID: 33745829823 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b604073j Document Type: Article

Times cited : (36)

References (69)

1
- 0041487977
- D. A. Evans Aldrichimica Acta 1982 15 2
- (1982) Aldrichimica Acta , vol.15 , pp. 2
- Evans, D.A.¹

2
- 0031459707
- D. J. Ager I. Prakash D. R. Schaad Aldrichimica Acta 1997 30 3
- (1997) Aldrichimica Acta , vol.30 , pp. 3
- Ager, D.J.¹ Prakash, I.² Schaad, D.R.³

3
- 0038468227
- D. J. Ager I. Prakash D. R. Schaad Chem. Rev. 1996 96 835
- (1996) Chem. Rev. , vol.96 , pp. 835
- Ager, D.J.¹ Prakash, I.² Schaad, D.R.³

4
- 0002818821
- M. P. Sibi Aldrichimica Acta 1999 32 93
- (1999) Aldrichimica Acta , vol.32 , pp. 93
- Sibi, M.P.¹

5
- 0020064919
- D. A. Evans J. Bartroli Tetrahedron Lett. 1982 23 807
- (1982) Tetrahedron Lett. , vol.23 , pp. 807
- Evans, D.A.¹ Bartroli, J.²

6
- 0001597804
- D. A. Evans T. C. Britton J. A. Ellman Tetrahedron Lett. 1987 28 6141
- (1987) Tetrahedron Lett. , vol.28 , pp. 6141
- Evans, D.A.¹ Britton, T.C.² Ellman, J.A.³

7
- 0037134278
- S. G. Davies D. J. Dixon G. J.-M. Doisneau J. C. Prodger H. J. Sanganee Tetrahedron: Asymmetry 2002 13 647
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 647
- Davies, S.G.¹ Dixon, D.J.² Doisneau, G.J.-M.³ Prodger, J.C.⁴ Sanganee, H.J.⁵

8
- 0028901621
- S. G. Davies H. J. Sanganee Tetrahedron: Asymmetry 1995 6 671
- (1995) Tetrahedron: Asymmetry , vol.6 , pp. 671
- Davies, S.G.¹ Sanganee, H.J.²

9
- 0034743076
- K. Alexander S. Cook C. L. Gibson A. R. Kennedy J. Chem. Soc., Perkin Trans. 1 2001 1538
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 1538
- Alexander, K.¹ Cook, S.² Gibson, C.L.³ Kennedy, A.R.⁴

10
- 0032505206
- C. L. Gibson K. Gillon S. Cook Tetrahedron Lett. 1998 39 6733
- (1998) Tetrahedron Lett. , vol.39 , pp. 6733
- Gibson, C.L.¹ Gillon, K.² Cook, S.³

11
- 0001266662
- S. D. Bull S. G. Davies S. Jones H. J. Sanganee J. Chem. Soc., Perkin Trans. 1 1999 387
- (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 387
- Bull, S.D.¹ Davies, S.G.² Jones, S.³ Sanganee, H.J.⁴

12
- 0041818295
- and refs. cited therein
- S. D. Bull S. G. Davies R. L. Nicholson H. J. Sanganee A. D. Smith Org. Biomol. Chem. 2003 1 2886
- (2003) Org. Biomol. Chem. , vol.1 , pp. 2886
- Bull, S.D.¹ Davies, S.G.² Nicholson, R.L.³ Sanganee, H.J.⁴ Smith, A.D.⁵

13
- 0034699412
- S. D. Bull S. G. Davies M.-S. Key R. L. Nicholson E. D. Savory Chem. Commun. 2000 1721
- (2000) Chem. Commun. , pp. 1721
- Bull, S.D.¹ Davies, S.G.² Key, M.-S.³ Nicholson, R.L.⁴ Savory, E.D.⁵

14
- 33745823418
- G. J. Baird S. G. Davies J. Organomet. Chem. 1983 248 Cl C3
- (1983) J. Organomet. Chem. , vol.248 , pp. 3
- Baird, G.J.¹ Davies, S.G.²

15
- 0002880555
- S. G. Davies Aldrichimica Acta 1990 23 31
- (1990) Aldrichimica Acta , vol.23 , pp. 31
- Davies, S.G.¹

16
- 0025776725
- S. G. Davies A. A. Mortlock Tetrahedron Lett. 1991 32 4787
- (1991) Tetrahedron Lett. , vol.32 , pp. 4787
- Davies, S.G.¹ Mortlock, A.A.²

17
- 0028330352
- S. G. Davies G. J.-M. Doisneau J. C. Prodger H. J. Sanganee Tetrahedron Lett. 1994 35 2369
- (1994) Tetrahedron Lett. , vol.35 , pp. 2369
- Davies, S.G.¹ Doisneau, G.J.-M.² Prodger, J.C.³ Sanganee, H.J.⁴

18
- 0000703771
- K. H. Ahn S. Lee A. Lim J. Org. Chem. 1992 57 5065
- (1992) J. Org. Chem. , vol.57 , pp. 5065
- Ahn, K.H.¹ Lee, S.² Lim, A.³

19
- 24344501374
- S. G. Davies A. D. Smith P. D. Price Tetrahedron: Asymmetry 2005 16 2833
- (2005) Tetrahedron: Asymmetry , vol.16 , pp. 2833
- Davies, S.G.¹ Smith, A.D.² Price, P.D.³

20
- 0025818883
- S. G. Davies O. Ichihara Tetrahedron: Asymmetry 1991 2 183
- (1991) Tetrahedron: Asymmetry , vol.2 , pp. 183
- Davies, S.G.¹ Ichihara, O.²

21
- 84987162788
- S. G. Davies O. Ichihara I. A. S. Walters Synlett 1993 461
- (1993) Synlett , pp. 461
- Davies, S.G.¹ Ichihara, O.² Walters, I.A.S.³

22
- 33748666454
- S. G. Davies D. Dixon J. Chem. Soc., Perkin Trans. 1 1998 2629
- (1998) J. Chem. Soc., Perkin Trans. 1 , pp. 2629
- Davies, S.G.¹ Dixon, D.²

23
- 0034746871
- S. D. Bull S. G. Davies A. D. Smith J. Chem. Soc., Perkin Trans. 1 2001 2931
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 2931
- Bull, S.D.¹ Davies, S.G.² Smith, A.D.³

24
- 0345271814
- S. D. Bull S. G. Davies A. D. Smith Tetrahedron: Asymmetry 2001 12 2191
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 2191
- Bull, S.D.¹ Davies, S.G.² Smith, A.D.³

25
- 0037013920
- S. D. Bull S. G. Davies P. M. Roberts E. D. Savory A. D. Smith Tetrahedron 2002 58 4629
- (2002) Tetrahedron , vol.58 , pp. 4629
- Bull, S.D.¹ Davies, S.G.² Roberts, P.M.³ Savory, E.D.⁴ Smith, A.D.⁵

26
- 0037471537
- A. Chippindale S. G. Davies K. Iwamoto R. M. Parkin C. A. P. Smethurst A. D. Smith H. Rodriguez-Solla Tetrahedron 2003 59 3253
- (2003) Tetrahedron , vol.59 , pp. 3253
- Chippindale, A.¹ Davies, S.G.² Iwamoto, K.³ Parkin, R.M.⁴ Smethurst, C.A.P.⁵ Smith, A.D.⁶ Rodriguez-Solla, H.⁷

27
- 0344118919
- M. E. Bunnage A. J. Burke S. G. Davies N. L. Millican R. L. Nicholson P. M. Roberts A. D. Smith Org. Biomol. Chem. 2003 1 3708
- (2003) Org. Biomol. Chem. , vol.1 , pp. 3708
- Bunnage, M.E.¹ Burke, A.J.² Davies, S.G.³ Millican, N.L.⁴ Nicholson, R.L.⁵ Roberts, P.M.⁶ Smith, A.D.⁷

28
- 1942489284
- S. G. Davies R. L. Nicholson P. D. Price P. M. Roberts A. D. Smith Synlett 2004 901
- (2004) Synlett , pp. 901
- Davies, S.G.¹ Nicholson, R.L.² Price, P.D.³ Roberts, P.M.⁴ Smith, A.D.⁵

29
- 2542446198
- A. J. Burke S. G. Davies A. C. Garner T. D. McCarthy P. M. Roberts A. D. Smith H. Rodriguez-Solla R. J. Vickers Org. Biomol. Chem. 2004 2 1387
- (2004) Org. Biomol. Chem. , vol.2 , pp. 1387
- Burke, A.J.¹ Davies, S.G.² Garner, A.C.³ McCarthy, T.D.⁴ Roberts, P.M.⁵ Smith, A.D.⁶ Rodriguez-Solla, H.⁷ Vickers, R.J.⁸

30
- 2442710051
- S. G. Davies G. Hermann A. D. Smith M. J. Sweet Chem. Commun. 2004 1128
- (2004) Chem. Commun. , pp. 1128
- Davies, S.G.¹ Hermann, G.² Smith, A.D.³ Sweet, M.J.⁴

31
- 10244245071
- S. G. Davies A. C. Garner M. J. C. Long A. D. Smith M. J. Sweet J. M. Withey Org. Biomol. Chem. 2004 2 3355
- (2004) Org. Biomol. Chem. , vol.2 , pp. 3355
- Davies, S.G.¹ Garner, A.C.² Long, M.J.C.³ Smith, A.D.⁴ Sweet, M.J.⁵ Withey, J.M.⁶

32
- 23844435716
- S. G. Davies A. C. Garner M. J. C. Long R. M. Morrison P. M. Roberts E. D. Savory A. D. Smith M. J. Sweet J. M. Withey Org. Biomol. Chem. 2005 3 2762
- (2005) Org. Biomol. Chem. , vol.3 , pp. 2762
- Davies, S.G.¹ Garner, A.C.² Long, M.J.C.³ Morrison, R.M.⁴ Roberts, P.M.⁵ Savory, E.D.⁶ Smith, A.D.⁷ Sweet, M.J.⁸ Withey, J.M.⁹

33
- 0001327462
- S. D. Bull S. G. Davies S. Jones M. E. C. Polywka R. S. Prasad H. J. Sanganee Synlett 1998 519
- (1998) Synlett , pp. 519
- Bull, S.D.¹ Davies, S.G.² Jones, S.³ Polywka, M.E.C.⁴ Prasad, R.S.⁵ Sanganee, H.J.⁶

34
- 33845471319
- T. Imamoto T. Kusumoto Y. Tawarayama T. Mita Y. Hatanaka M. Yokoyama J. Org. Chem. 1984 49 3904
- (1984) J. Org. Chem. , vol.49 , pp. 3904
- Imamoto, T.¹ Kusumoto, T.² Tawarayama, Y.³ Mita, T.⁴ Hatanaka, Y.⁵ Yokoyama, M.⁶

35
- 0001255039
- T. Imamoto N. Takiyama K. Nakamura Tetrahedron Lett. 1985 26 4763
- (1985) Tetrahedron Lett. , vol.26 , pp. 4763
- Imamoto, T.¹ Takiyama, N.² Nakamura, K.³

36
- 26844522419
- T. Imamoto N. Takiyama K. Nakamura T. Hatajima Y. Kamiya J. Am. Chem. Soc. 1989 111 4392
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 4392
- Imamoto, T.¹ Takiyama, N.² Nakamura, K.³ Hatajima, T.⁴ Kamiya, Y.⁵

37
- 84950086506
- T. Imamoto Pure Appl. Chem. 1990 62 747
- (1990) Pure Appl. Chem. , vol.62 , pp. 747
- Imamoto, T.¹

38
- 0002062227
- J. R. Gage D. A. Evans Org. Synth. 1990 68 83
- (1990) Org. Synth. , vol.68 , pp. 83
- Gage, J.R.¹ Evans, D.A.²

39
- 0027289152
- S. S. Canan Koch A. R. Chamberlin J. Org. Chem. 1993 58 2725
- (1993) J. Org. Chem. , vol.58 , pp. 2725
- Canan Koch, S.S.¹ Chamberlin, A.R.²

40
- 0026536270
- D. A. Evans J. R. Gage J. Org. Chem. 1992 57 1958
- (1992) J. Org. Chem. , vol.57 , pp. 1958
- Evans, D.A.¹ Gage, J.R.²

41
- 0027050190
- D. A. Evans J. R. Gage J. L. Leighton J. Am. Chem. Soc. 1992 114 9434
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 9434
- Evans, D.A.¹ Gage, J.R.² Leighton, J.L.³

42
- 0001071065
- G.-J. Ho D. J. Mathre J. Org. Chem. 1995 60 2271
- (1995) J. Org. Chem. , vol.60 , pp. 2271
- Ho, G.-J.¹ Mathre, D.J.²

43
- 0029849537
- D. J. Ager D. R. Allen D. E. Froen D. R. Schaad Synthesis 1996 1283
- (1996) Synthesis , pp. 1283
- Ager, D.J.¹ Allen, D.R.² Froen, D.E.³ Schaad, D.R.⁴

44
- 1642296690
- D. M. Casper D. Kieser J. R. Blackburn S. R. Hitchcock Synth. Commun. 2004 34 835
- (2004) Synth. Commun. , vol.34 , pp. 835
- Casper, D.M.¹ Kieser, D.² Blackburn, J.R.³ Hitchcock, S.R.⁴

45
- 0037126270
- D. M. Casper J. R. Burgeson J. M. Esken G. M. Ferrence S. R. Hitchcock Org. Lett. 2002 4 3739
- (2002) Org. Lett. , vol.4 , pp. 3739
- Casper, D.M.¹ Burgeson, J.R.² Esken, J.M.³ Ferrence, G.M.⁴ Hitchcock, S.R.⁵

46
- 0037458601
- D. M. Casper S. R. Hitchcock Tetrahedron: Asymmetry 2003 14 517
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 517
- Casper, D.M.¹ Hitchcock, S.R.²

47
- 33845554892
- D. A. Evans M. C. Ennis D. J. Mathre J. Am. Chem. Soc. 1982 104 1737
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 1737
- Evans, D.A.¹ Ennis, M.C.² Mathre, D.J.³

48
- 84987368190
- A. Struder T. Hintermann D. Seebach Helv. Chim. Acta 1995 78 1185
- (1995) Helv. Chim. Acta , vol.78 , pp. 1185
- Struder, A.¹ Hintermann, T.² Seebach, D.³

49
- 0037073889
- D. M. Casper J. R. Blackburn C. D. Maroules T. Brady J. M. Esken G. M. Ferrence J. M. Standard S. M. Hitchcock J. Org. Chem. 2002 67 8871
- (2002) J. Org. Chem. , vol.67 , pp. 8871
- Casper, D.M.¹ Blackburn, J.R.² Maroules, C.D.³ Brady, T.⁴ Esken, J.M.⁵ Ferrence, G.M.⁶ Standard, J.M.⁷ Hitchcock, S.M.⁸

50
- 0033588390
- D. A. Evans L. D. Wu J. J. M. Wiener J. S. Johnson D. H. B. Ripin J. S. Tedrow J. Org. Chem. 1999 64 6411
- (1999) J. Org. Chem. , vol.64 , pp. 6411
- Evans, D.A.¹ Wu, L.D.² Wiener, J.J.M.³ Johnson, J.S.⁴ Ripin, D.H.B.⁵ Tedrow, J.S.⁶

51
- 0030586223
- E. Tyrell M. W. H. Tsang G. A. Skinner J. Fawcett Tetrahedron 1996 52 9841
- (1996) Tetrahedron , vol.52 , pp. 9841
- Tyrell, E.¹ Tsang, M.W.H.² Skinner, G.A.³ Fawcett, J.⁴

52
- 0000512987
- W. Oppolzer R. Moretti S. Thomi Tetrahedron Lett. 1989 30 5603
- (1989) Tetrahedron Lett. , vol.30 , pp. 5603
- Oppolzer, W.¹ Moretti, R.² Thomi, S.³

53
- 0027370981
- and refs. cited therein
- E. Juaristi A. K. Beck J. Hansen T. Matt T. Mukhopadhyay M. Simson D. Seebach Synthesis 1993 1271
- (1993) Synthesis , pp. 1271
- Juaristi, E.¹ Beck, A.K.² Hansen, J.³ Matt, T.⁴ Mukhopadhyay, T.⁵ Simson, M.⁶ Seebach, D.⁷

54
- 0025364262
- D. A. Evans J. S. Clark R. Metternich V. J. Novack G. S. Sheppard J. Am. Chem. Soc. 1990 112 866
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 866
- Evans, D.A.¹ Clark, J.S.² Metternich, R.³ Novack, V.J.⁴ Sheppard, G.S.⁵

55
- 33748468588
- D. A. Evans F. Urpi T. C. Somers J. S. Clark M. T. Bilodeau J. Am. Chem. Soc. 1990 112 8215
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 8215
- Evans, D.A.¹ Urpi, F.² Somers, T.C.³ Clark, J.S.⁴ Bilodeau, M.T.⁵

56
- 0000157603
- M. Stiles R. W. Winkler Y.-L. Chang L. Traynor J. Am. Chem. Soc. 1964 86 3337
- (1964) J. Am. Chem. Soc. , vol.86 , pp. 3337
- Stiles, M.¹ Winkler, R.W.² Chang, Y.-L.³ Traynor, L.⁴

57
- 33947085164
- H. O. House D. S. Crumrine A. Y. Teranishi H. D. Olmstead J. Am. Chem. Soc. 1973 95 3310
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 3310
- House, H.O.¹ Crumrine, D.S.² Teranishi, A.Y.³ Olmstead, H.D.⁴

58
- 0347195435
- C. H. Heathcock M. C. Pirrung J. E. Sohn J. Org. Chem. 1980 45 1066
- (1980) J. Org. Chem. , vol.45 , pp. 1066
- Heathcock, C.H.¹ Pirrung, M.C.² Sohn, J.E.³

59
- 0000253239
- C. H. Heathcock C. T. Buse W. A. Kleschick M. C. Pirrung J. E. Sohn J. Lampe J. Org. Chem. 1979 44 4294
- (1979) J. Org. Chem. , vol.44 , pp. 4294
- Heathcock, C.H.¹ Buse, C.T.² Kleschick, W.A.³ Pirrung, M.C.⁴ Sohn, J.E.⁵ Lampe, J.⁶

60
- 0001473363
- C. R. Harrison Tetrahedron Lett. 1987 28 4135
- (1987) Tetrahedron Lett. , vol.28 , pp. 4135
- Harrison, C.R.¹

61
- 0035830561
- M. T. Crimmins B. W. King E. A. Tabet K. Chaundhary J. Org. Chem. 2001 66 894
- (2001) J. Org. Chem. , vol.66 , pp. 894
- Crimmins, M.T.¹ King, B.W.² Tabet, E.A.³ Chaundhary, K.⁴

62
- 0001091186
- B. M. Trost, Pergamon Press, Oxford
- B. M. Kim, S. F. Williams and S. Masamune, in Comprehensive Organic Synthesis, ed., B. M. Trost, Pergamon Press, Oxford, 1991, vol. 2, pp. 239-275
- (1991) Comprehensive Organic Synthesis, Ed. , pp. 239-275
- Kim, B.M.¹ Williams, S.F.² Masamune In, S.³

63
- 33745843934
- N. A. Van Draanen S. Arseniyadis M. T. Crimmins C. H. Heathcock J. Org. Chem. 1991 56 2506
- (1991) J. Org. Chem. , vol.56 , pp. 2506
- Van Draanen, N.A.¹ Arseniyadis, S.² Crimmins, M.T.³ Heathcock, C.H.⁴

64
- 0001272178
- T. Katsuki M. Yamaguchi Tetrahedron Lett. 1985 26 5807
- (1985) Tetrahedron Lett. , vol.26 , pp. 5807
- Katsuki, T.¹ Yamaguchi, M.²

65
- 0001758534
- D. A. Evans T. R. Taber Tetrahedron Lett. 1980 21 4675
- (1980) Tetrahedron Lett. , vol.21 , pp. 4675
- Evans, D.A.¹ Taber, T.R.²

66
- 5244370033
- A. B. Pangborn M. A. Giardello R. H. Grubbs R. K. Rosen F. J. Timmers Organometallics 1996 15 1518
- (1996) Organometallics , vol.15 , pp. 1518
- Pangborn, A.B.¹ Giardello, M.A.² Grubbs, R.H.³ Rosen, R.K.⁴ Timmers, F.J.⁵

67
- 0004264855
- Chemical Crystallography Laboratory, Oxford, UK, Compound 54 has been reported previously by
- D. J. Watkin, C. K. Prout, J. R. Carruthers, P. W. Betteridge and R. I. Cooper, CRYSTALS, Chemical Crystallography Laboratory, Oxford, UK, 2003, Issue 12
- (2003) CRYSTALS
- Watkin, D.J.¹ Prout, C.K.² Carruthers, J.R.³ Betteridge, P.W.⁴ Cooper, R.I.⁵

68
- 0000379133
- P. Galatsis J. J. Manwell J. M. Blackwell Can. J. Chem. 1994 72 1656
- (1994) Can. J. Chem. , vol.72 , pp. 1656
- Galatsis, P.¹ Manwell, J.J.² Blackwell, J.M.³

69
- 0000065164
- M. Tanaka O. Oota H. Hiramatsu K. Fujiwara Bull. Chem. Soc. Jpn. 1988 61 2473
- (1988) Bull. Chem. Soc. Jpn. , vol.61 , pp. 2473
- Tanaka, M.¹ Oota, O.² Hiramatsu, H.³ Fujiwara, K.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.