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Journal of Heterocyclic Chemistry

Volumn 34, Issue 4, 1997, Pages 1315-1322

New Epoxyisoindolines by Intramolecular Diels-Alder Reactions of Some Methyl-substituted Allylaryl-2-furfurylamines

(5) Mance, Ana Dunja a Šindler Kulyk, Marija a Jakopčić, Krešimir a Hergold Brundić, Antonija b Nagl, Ante c

a UNIVERSITY OF ZAGREB (Croatia)

b UNIVERSITY OF ZAGREB (Croatia)

c UNIVERSITY OF ZAGREB (Croatia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000257585 PISSN: 0022152X EISSN: None Source Type: Journal
DOI: 10.1002/jhet.5570340437 Document Type: Article

Times cited : (20)

References (38)

1
- 84982443772
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1976) Angew. Chem., Int. Ed. Engl. , vol.15 , pp. 123
- Padwa, A.¹

2
- 7144251411
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1980) Chem. Rev. , vol.80 , pp. 63
- Brieger, G.¹ Bennett, J.N.²

3
- 84980167410
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1977) Angew. Chem., Int. Ed. Engl. , vol.16 , pp. 10
- Oppolzer, W.¹

4
- 84982443772
- W. G. Dauben, ed, John. Wiley and Sons, Inc, New York
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1984) Organic Reactions , vol.32 , pp. 1
- Ciganek, E.¹

5
- 84982443772
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1984) Can. J. Chem. , vol.62 , pp. 183
- Fallis, A.G.¹

6
- 84982443772
- Springer Verlag, New York
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1984) Intramolecular Diels-Alder Reactions and Alder Ene Reaction
- Taber, D.F.¹

7
- 33845374099
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1986) Chem. Rev. , vol.86 , pp. 795
- Lipshutz, B.H.¹

8
- 37049076286
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1987) Chem. Soc. Rev. , vol.16 , pp. 187
- Craig, D.¹

9
- 84982443772
- Pergamon Press, Oxford
- For leading reviews concerning the intramolecular Diels-Alder reaction see e.g: [a] A. Padwa, Angew. Chem., Int. Ed. Engl., 15, 123 (1976); [b] G. Brieger and J. N. Bennett, Chem. Rev., 80, 63 (1980); [c] W. Oppolzer, Angew. Chem., Int. Ed. Engl., 16, 10 (1977); [d] E. Ciganek, Organic Reactions, Vol 32, W. G. Dauben, ed, John. Wiley and Sons, Inc, New York, 1984, p 1; [e] A. G. Fallis, Can. J. Chem., 62, 183 (1984); [f] D. F. Taber, Intramolecular Diels-Alder Reactions and Alder Ene Reaction, Springer Verlag, New York, 1984; [g] B. H. Lipshutz, Chem. Rev., 86, 795 (1986); [h] D. Craig, Chem. Soc. Rev., 16, 187 (1987); W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990.
- (1990) Cycloaddition Reactions in Organic Synthesis
- Carruthers, W.¹

10
- 37049075354
- For such an approach to morphinan alkaloids, see e.g: T. Hudlicky, G. Butora, S. P. Fearley, A. G. Gum, R. J. Persichini III, M. R. Stabile and S. Merola, J. Chem. Soc., Perkin Trans, 1, 2393 (1995).
- (1995) J. Chem. Soc., Perkin Trans , vol.1 , pp. 2393
- Hudlicky, T.¹ Butora, G.² Fearley, S.P.³ Gum, A.G.⁴ Persichini III, R.J.⁵ Stabile, M.R.⁶ Merola, S.⁷

11
- 0009556372
- [3a] H. H. Wasserman and A. R. Doumaux Jr., J. Am. Chem. Soc., 84, 4611 (1962);
- (1962) J. Am. Chem. Soc. , vol.84 , pp. 4611
- Wasserman, H.H.¹ Doumaux Jr., A.R.²

12
- 0014006937
- [b] H. H. Wasserman, A. R. Doumaux Jr. and R. E. Davis, J. Am. Chem. Soc., 88, 4517 (1966).
- (1966) J. Am. Chem. Soc. , vol.88 , pp. 4517
- Wasserman, H.H.¹ Doumaux Jr., A.R.² Davis, R.E.³

13
- 85034471812
- [4a] D. Bilović, Ž. Stojanac and V. Hahn, Tetrahedron Letters, 2071 (1964);
- (1964) Tetrahedron Letters , vol.2071
- Bilović, D.¹ Stojanac, Ž.² Hahn, V.³

14
- 0000056442
- [b] D. Bilović and V. Hahn, Croat. Chem. Acta, 39, 189 (1967).
- (1967) Croat. Chem. Acta , vol.39 , pp. 189
- Bilović, D.¹ Hahn, V.²

15
- 85034484217
- See e.g: Loc. cit. [1b], p 81; [1e], p 212; [1g], p 802 and references cited therein
- See e.g: Loc. cit. [1b], p 81; [1e], p 212; [1g], p 802 and references cited therein.

16
- 46549101323
- D. D. Sternbach, D. M. Rossana and K. D. Onan, Tetrahedron Letters, 591 (1985).
- (1985) Tetrahedron Letters , vol.591
- Sternbach, D.D.¹ Rossana, D.M.² Onan, K.D.³

17
- 0001631692
- See e.g: L. L. Klein, J. Org. Chem. 50, 1770 (1985).
- (1985) J. Org. Chem. , vol.50 , pp. 1770
- Klein, L.L.¹

18
- 0000506831
- See e.g: [a] D. D. Sternbach and D. M. Rossana, Tetrahedron Letters, 23, 303 (1982); [b] K. A. Parker and M. R. Adamchuk, Tetrahedron Letters, 1689 (1978); K. H. Dötz, R. Noack, K. Harms and G. Müller, G. Tetrahedron, 46, 1235 (1990).
- (1982) Tetrahedron Letters , vol.23 , pp. 303
- Sternbach, D.D.¹ Rossana, D.M.²

19
- 0000235146
- See e.g: [a] D. D. Sternbach and D. M. Rossana, Tetrahedron Letters, 23, 303 (1982); [b] K. A. Parker and M. R. Adamchuk, Tetrahedron Letters, 1689 (1978); K. H. Dötz, R. Noack, K. Harms and G. Müller, G. Tetrahedron, 46, 1235 (1990).
- (1978) Tetrahedron Letters , pp. 1689
- Parker, K.A.¹ Adamchuk, M.R.²

20
- 0001181252
- See e.g: [a] D. D. Sternbach and D. M. Rossana, Tetrahedron Letters, 23, 303 (1982); [b] K. A. Parker and M. R. Adamchuk, Tetrahedron Letters, 1689 (1978); K. H. Dötz, R. Noack, K. Harms and G. Müller, G. Tetrahedron, 46, 1235 (1990).
- (1990) G. Tetrahedron , vol.46 , pp. 1235
- Dötz, K.H.¹ Noack, R.² Harms, K.³ Müller, G.⁴

21
- 37049093168
- A. Pelter and B. Singaram, J. Chem. Soc., Perkin Trans, 1, 1383 (1983).
- (1983) J. Chem. Soc., Perkin Trans , vol.1 , pp. 1383
- Pelter, A.¹ Singaram, B.²

22
- 0003088939
- [10a] Ž. Klepo and K. Jakopčić, Croat. Chem. Acta, 47, 45 (1975);
- (1975) Croat. Chem. Acta , vol.47 , pp. 45
- Klepo, Ž.¹ Jakopčić, K.²

23
- 0000723763
- [b] Ž. Klepo and K. Jakopčić, J. Heterocyclic Chem., 24, 1787 (1987).
- (1987) J. Heterocyclic Chem. , vol.24 , pp. 1787
- Klepo, Ž.¹ Jakopčić, K.²

24
- 0141752413
- K. Ts. Tagmazyan, R. S. Mkrtchyan and A. T. Babayan, Zh. Org. Khim., 10, 1642 (1974).
- (1974) Zh. Org. Khim. , vol.10 , pp. 1642
- Tagmazyan, K.Ts.¹ Mkrtchyan, R.S.² Babayan, A.T.³

25
- 0037513305
- D. Bilović, Croat. Chem. Acta, 40, 15 (1968).
- (1968) Croat. Chem. Acta , vol.40 , pp. 15
- Bilović, D.¹

26
- 0000498745
- T. Takebayashi, N. Iwasawa and T. Mukayama, Bull. Chem. Soc. Japan, 56, 1107 (1983).
- (1983) Bull. Chem. Soc. Japan , vol.56 , pp. 1107
- Takebayashi, T.¹ Iwasawa, N.² Mukayama, T.³

27
- 0000770332
- A. D. Mance and K. Jakopčić, Vestn. Slov. Kem. Druš, 33, 287 (1986).
- (1986) Vestn. Slov. Kem. Druš , vol.33 , pp. 287
- Mance, A.D.¹ Jakopčić, K.²

28
- 0342713055
- J. Sauer and R. Sustmann, Angew. Chem., Int. Ed. Engl., 19, 779 (1980).
- (1980) Angew. Chem., Int. Ed. Engl. , vol.19 , pp. 779
- Sauer, J.¹ Sustmann, R.²

29
- 85034486258
- PhD Thesis, University of Zagreb
- A. D. Mance, PhD Thesis, University of Zagreb, 1994.
- (1994)
- Mance, A.D.¹

30
- 0029896007
- A. D. Mance, K. Jakopčić and M. Šindler-Kulyk, Synthetic Commun., 26, 923 (1996).
- (1996) Synthetic Commun. , vol.26 , pp. 923
- Mance, A.D.¹ Jakopčić, K.² Šindler-Kulyk, M.³

31
- 85034468380
- Details to be published elsewhere
- Details to be published elsewhere.

32
- 1542581877
- [19a] T. Mukaiyama, T. Tsui and N. Iwasawa, Chem. Letters, 697 (1979);
- (1979) Chem. Letters , vol.697
- Mukaiyama, T.¹ Tsui, T.² Iwasawa, N.³

33
- 1542476864
- [b] T. Mukaiyama and T. Takebayashi, Chem. Letters, 1013 (1980);
- (1980) Chem. Letters , vol.1013
- Mukaiyama, T.¹ Takebayashi, T.²

34
- 1542686579
- [c] T. Mukaiyama and N. Iwasawa, Chem. Letters, 8327 (1984);
- (1984) Chem. Letters , vol.8327
- Mukaiyama, T.¹ Iwasawa, N.²

35
- 33645171082
- [d] M. E. Jung and L. J. Street, J. Am. Chem. Soc., 106, 8327 (1984).
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 8327
- Jung, M.E.¹ Street, L.J.²

36
- 0001490550
- K. N. Houk, J. Am. Chem. Soc., 95, 4092 (1973).
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 4092
- Houk, K.N.¹

37
- 1542711002
- For details about X-ray analysis of compound 15 see: A. Hergold-Brundić, A. Nagl, A. D. Mance and K. Jakopčić, Z. Kristallogr., 212, 169 (1997).
- (1997) Z. Kristallogr. , vol.212 , pp. 169
- Hergold-Brundić, A.¹ Nagl, A.² Mance, A.D.³ Jakopčić, K.⁴

38
- 0001647167
- G. M. Sheldrick, C. Kruger and R. Godard, eds, Oxford University Press
- G. M. Sheldrick, Crystallographyc Computing 3, G. M. Sheldrick, C. Kruger and R. Godard, eds, Oxford University Press, 1985, pp 175-189.
- (1985) Crystallographyc Computing , vol.3 , pp. 175-189
- Sheldrick, G.M.¹

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