SCOPUS 정보 검색 플랫폼

Volumn 66, Issue 25, 2001, Pages 8470-8477

On the mechanism of conversion of N-Acyl-4-acyloxy-β-lactams into 2-substituted 1,3-oxazin-6-ones. Can a low-barrier transition state be antiaromatic?

(5) Alajarin M a Sanchez Andrada P a Cossio F P b Arrieta, A b Lecea, B b

a UNIVERSITY OF MURCIA (Spain)

b UNIVERSITY OF THE BASQUE COUNTRY UPV EHU (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

TRANSITION STATE;

ACTIVATION ENERGY; PROBABILITY DENSITY FUNCTION; SUBSTITUTION REACTIONS;

NITROGEN COMPOUNDS;

BETA LACTAM ANTIBIOTIC; OXAZINE DERIVATIVE;

ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; CYCLIZATION; DRUG ISOLATION; METHODOLOGY; PHASE TRANSITION; REACTION ANALYSIS; STRUCTURE ANALYSIS; THERMAL ANALYSIS;

EID: 0035861775 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo015922e Document Type: Article

Times cited : (48)

References (62)

1
- 0001342753
- (2000) Org. Lett. , vol.2 , pp. 965
- Alajarín, M.¹ Vidal, A.² Sánchez-Andrada, P.³ Tovar, F.⁴ Ochoa, G.⁵

2
- 0000942365
- (1986) Gazz. Chim. Ital. , vol.116 , pp. 361
- Steglich, G.¹ Jeschke, R.² Buschmann, E.³

3
- 0030051260
- (1996) Tetrahedron , vol.2 , pp. 3163
- McNab, H.¹ Withell, K.²

4
- 33749113073
- (1998) J. Chem. Soc., Perkin Trans. 1 , pp. 3245
- Millan, D.S.¹ Prager, R.H.²

5
- 37049072386
- (1998) J. Chem. Soc., Perkin Trans. 1 , pp. 189
- Kato, H.¹ Wakao, K.² Yamada, A.³ Mutoh, Y.⁴

6
- 0007424230
- (1975) Synthesis , pp. 247
- Kappe, T.¹ Zadeh, R.K.²

7
- 0022622626
- (1986) J. Org. Chem. , vol.51 , pp. 853
- Micetich, R.G.¹ Maiti, S.N.² Tanaka, M.³ Yamazaki, T.⁴ Ogawa, K.⁵

8
- 0000572838
- (1984) J. Org. Chem. , vol.49 , pp. 3367
- Olofson, R.A.¹ Vander Meer, R.K.² Hoskin, D.H.³ Bernheim, M.⁴ Stournas, S.⁵ Morrison, D.S.⁶

9
- 84985615435
- (1983) Angew. Chem., Int. Ed. Engl. , vol.22 , pp. 543
- Wentrup, C.¹ Gross, G.²

10
- 2042436900
- (1992) J. Chem. Soc., Chem. Commun. , vol.488
- Kappe, C.O.¹ Kollenz, G.² Netsch, K.-P.³ Leung-Toung, R.⁴ Wentrup, C.⁵

11
- 37049076543
- (1986) J. Chem. Soc., Perkin Trans. 2 , pp. 961
- Pericás, M.A.¹ Serratosa, F.² Valentí, E.³ Font-Altaba, M.⁴ Solans, X.⁵

12
- 2042538510
- (1967) Dokl. Akad. Nauk. SSSR , vol.172 , pp. 845
- Arbuzov, B.A.¹ Zoboya, N.N.²

13
- 0003485798
- (1970) Izv. Akad. Nauk. SSSR, Ser. Khim. , pp. 1570
- Arbuzov, B.A.¹ Zoboya, N.N.² Balanova, F.B.³

14
- 0003485798
- (1971) Izv. Akad. Nauk. SSSR, Ser. Khim. , pp. 577
- Arbuzov, B.A.¹ Zoboya, N.N.² Balanova, F.B.³

15
- 33751553428
- (1990) J. Org. Chem. , vol.55 , pp. 3251
- Nguyen, M.T.¹ Ha, T.² O'Ferral, R.A.M.³

16
- 0033538839
- (1999) Theochem , vol.468 , pp. 119
- Fang, D.-C.¹ Ding, W.-J.²

17
- 0001032956
- (1996) J. Org. Chem. , vol.61 , pp. 243
- Birney, D.M.¹

18
- 0033556194
- (1999) Angew. Chem., Int. Ed. Engl. , vol.38 , pp. 189
- Birney, D.M.¹ Xu, X.² Ham, S.³

19
- 0001294103
- (1997) J. Org. Chem. , vol.62 , pp. 7114
- Birney, D.M.¹ Xu, X.² Ham, S.³ Huang, X.⁴

20
- 0030978884
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 4509
- Birney, D.M.¹ Ham, S.² Unruh, G.R.³

21
- 0000729319
- (1996) J. Org. Chem. , vol.61 , pp. 3962
- Ham, S.¹ Birney, D.M.²

22
- 0000247598
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 6262
- Birney, D.M.¹ Wagenseller, P.E.²

23
- 0033958546
- (2000) J. Org. Chem. , vol.65 , pp. 47
- Fabian, W.M.F.¹ Kappe, C.O.² Bakulev, V.A.³

24
- 0000541688
- (1998) J. Org. Chem. , vol.63 , pp. 5801
- Fabian, W.M.F.¹ Bakulev, V.A.² Kappe, C.O.³

25
- 0032127479
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 6247
- Liu, R.C.-Y.¹ Lusztyk, J.² McAllister, M.A.³ Tidwell, T.T.⁴ Wagner, B.D.⁵

26
- 0000654179
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 12366
- Luo, L.¹ Bartberger, M.D.² Dolbier, W.R.³

28
- 0003569570
- Oxford University Press: New York
- (1989) Density-Functional Theory of Atoms and Molecules
- Parr, R.G.¹ Yang, W.²

29
- 0001192473
- Lipkowitz, K. B.; Boyds D. B., Eds.; VCH Publishers: New York
- (1996) Reviews in Computational Chemistry , vol.7 , pp. 187-216
- Bartolotti, L.J.¹ Fluchichk, K.²

30
- 0030218597
- (1986) J. Phys. Chem. , vol.100 , pp. 12974
- Kohn, W.¹ Becke, A.D.² Parr, R.G.³

31
- 0344791553
- (1991) Chem. Rev. , vol.91 , pp. 651
- Ziegler, T.¹

32
- 6944251055
- (1934) Phys. Rev. , vol.46 , pp. 618
- Moller, C.¹ Pleset, M.S.²

33
- 0004214970
- (1990) Chem. Phys. Lett. , vol.166 , pp. 281
- Frisch, M.J.¹ Head-Gordon, M.² Pople, J.A.³

34
- 0001006433
- (1990) Chem. Phys. Lett. , vol.166 , pp. 275
- Frisch, M.J.¹ Head-Gordon, M.² Pople, J.A.³

35
- 84987059635
- (1975) Int. J. Quantum Chem. , vol.9 , pp. 229
- Binkley, J.S.¹ Pople, J.A.²

36
- 84986444438
- (1976) Int. J. Quantum Chem. Symp. , vol.10 , pp. 1
- Pople, J.A.¹ Binkley, J.S.² Seeger, R.³

37
- 84873055189
- Wiley: New York, and references therein
- (1986) Ab Initio Molecular Orbital Theory , pp. 71-82
- Hehre, W.J.¹ Radom, L.² Schleyer, P.V.R.³ Pople, J.A.⁴

38
- 37549006850
- (1968) Tetrahedron , vol.24 , pp. 1083
- Wiberg, K.B.¹

39
- 36148995600
- (1985) J. Chem. Phys. , vol.83 , pp. 735
- Redd, A.E.¹ Weinstock, R.B.² Weinhold, F.³

40
- 0011083499
- (1988) Chem. Rev. , vol.88 , pp. 899
- Reed, A.E.¹ Curtiss, L.A.² Weinhold, F.³

41
- 0345042108
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 1434
- Reed, A.E.¹ Schleyer, P.V.R.²

42
- 0000323134
- (1987) Acta Crystallogr., Sect. C , vol.43 , pp. 565
- Yang, Q.-C.¹ Seiler, P.² Dunitz, J.D.³

43
- 0004142484
- Wiley: New York
- (1994) Aromaticity and Antiaromaticity: Electronic and Structural Aspects , pp. 63-74
- Minkin, V.I.¹ Glukhovtsev, M.K.² Simikin, B.Y.³

44
- 0000379599
- (1996) Pure Appl. Chem. , vol.68 , pp. 209
- Schleyer, P.V.R.¹ Jiao, H.²

45
- 0011190497
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 6317
- Schleyer, P.V.R.¹ Maerker, C.² Dransfeld, A.³ Jiao, H.⁴ Hommes, N.J.R.V.E.⁵

46
- 0033583142
- (1999) J. Org. Chem. , vol.64 , pp. 1868
- Morao, I.¹ Cossío, F.P.²

47
- 0033591935
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 6737
- Cossío, F.P.¹ Morao, I.² Jiao, H.³ Schleyer, P.V.R.⁴

48
- 0035793296
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 557
- De Lera, R.A.¹ Alvarez, R.² Lecea, B.³ Torrado, A.⁴ Cossío, F.P.⁵

49
- 0004157499
- Clarendon Press: Oxford
- (1990) Atoms in Molecules-A Quantum Theory , pp. 13-52
- Bader, R.F.W.¹

50
- 0003869278
- Academic Press: New York
- (1970) The Conservation of Orbital Symmetry
- Woodward, R.B.¹ Hoffmann, R.²

51
- 0001261240
- (1996) Acc. Chem. Res. , vol.29 , pp. 471
- Dolbier W.R., Jr.¹ Korionak, H.² Houk, K.N.³ Sheu, C.⁴

52
- 0007422612
- (1976) J. Chem. Soc., Chem. Commun. , pp. 735
- Baldwin, J.E.¹

53
- 0000535805
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 4325
- Ross, J.A.¹ Seiders, R.P.² Lemal, D.M.³

54
- 0006117505
- (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 1736
- Herges, R.¹ Jiao, H.² Schleyer, P.V.R.³

55
- 33748242533
- (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 334
- Jiao, H.¹ Schleyer, P.V.R.²

56
- 11644271412
- (1998) J. Phys. Org. Chem. , vol.11 , pp. 655
- Jiao, H.¹ Schleyer, P.V.R.²

57
- 0001736431
- (1939) Trans. Faraday Soc. , vol.35 , pp. 824
- Evans, M.G.¹

58
- 0003456926
- McGraw-Hill: New York
- (1969) The Molecular Orbital Theory of Organic Chemistry , pp. 316-339
- Dewar, M.J.S.¹

59
- 33947293364
- (1971) Acc. Chem. Res. , vol.4 , pp. 272
- Zimmerman, H.¹

60
- 0003942864
- Wiley: New York, and references therein
- (1994) Stereochemistry of the Organic Compounds , pp. 550-555
- Eliel, E.¹ Wilen, S.H.²

61
- 0001025672
- (1984) Chem. Ber. , vol.117 , pp. 1597
- Allmann, R.¹ Kupfer, R.² Nagel, M.³ Würthwein, E.-U.⁴

62
- 2042446250
- note

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.