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Tetrahedron Letters

Volumn 43, Issue 39, 2002, Pages 7083-7086

Regioselective ring opening of epoxides by nucleophiles mediated by lithium bistrifluoromethanesulfonimide

(4) Cossy, Janine a Bellosta, Véronique a Hamoir, Claire a Desmurs, Jean Roger b

a CNRS (France)

b Rhodia Europe (France)

Author keywords

Epoxides; Nucleophiles; Ring opening

Indexed keywords

AMINE; EPOXIDE; HYDRAZINE DERIVATIVE; LITHIUM BISTRIFLUOROMETHANESULFONIMIDE; LITHIUM DERIVATIVE; THIOPHENOL; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; RING OPENING; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 0037163242 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(02)01533-2 Document Type: Article

Times cited : (100)

References (51)

1
- 0000473902
- Rao A.S., Paknikar S.K., Kirtane J.G. Tetrahedron. 39:1983;2323.
- (1983) Tetrahedron , vol.39 , pp. 2323
- Rao, A.S.¹ Paknikar, S.K.² Kirtane, J.G.³

2
- 85037455306
- Gorzynsky Smith J. Synthesis. 1984;629.
- (1984) Synthesis , pp. 629
- Gorzynsky Smith, J.¹

3
- 0002204826
- B.M. Trost, I. Fleming, & G. Pattenden. Oxford: Pergamon Press
- Mitsunobu O. Trost B.M., Fleming I., Pattenden G., Comprehensive Organic Synthesis. 6:1990;88-93 Pergamon Press, Oxford.
- (1990) Comprehensive Organic Synthesis , vol.6 , pp. 88-93
- Mitsunobu, O.¹

4
- 0005105882
- A.R. Katritzky, O. Meth-Cohn, C.W. Rees, & S.M. Roberts. Oxford: Pergamon Press
- Birkinshaw T.N. Katritzky A.R., Meth-Cohn O., Rees C.W., Roberts S.M., Comprehensive Organic Functional Group Transformations. 1:1990;204-220 Pergamon Press, Oxford.
- (1990) Comprehensive Organic Functional Group Transformations , vol.1 , pp. 204-220
- Birkinshaw, T.N.¹

5
- 0000830825
- Hanson R.M. Chem. Rev. 91:1991;437.
- (1991) Chem. Rev. , vol.91 , pp. 437
- Hanson, R.M.¹

6
- 0030580414
- Hodgson D.M., Gibbs A.R., Lee G.P. Tetrahedron. 52:1996;14361.
- (1996) Tetrahedron , vol.52 , pp. 14361
- Hodgson, D.M.¹ Gibbs, A.R.² Lee, G.P.³

7
- 0000936683
- E. 4th ed. Müller. Stuttgart: Thieme Verlag
- Möller F. Müller E., 4th ed. Methoden der Organischen Chemie (Houben-Weyl). 11/1:1957;311-326 Thieme Verlag, Stuttgart.
- (1957) Methoden der Organischen Chemie (Houben-Weyl) , vol.11 , Issue.1 , pp. 311-326
- Möller, F.¹

8
- 0002276435
- Mousseron M., Jullien J., Jolchine Y. Bull. Soc. Chim. Fr. 1952;757.
- (1952) Bull. Soc. Chim. Fr. , pp. 757
- Mousseron, M.¹ Jullien, J.² Jolchine, Y.³

9
- 33947299941
- Deyrup J.A., Moyer C.L. J. Org. Chem. 34:1969;175.
- (1969) J. Org. Chem. , vol.34 , pp. 175
- Deyrup, J.A.¹ Moyer, C.L.²

10
- 0015753431
- Crooks P.A., Szyndler R. Chem. Ind. (London). 1973;1111.
- (1973) Chem. Ind. (London) , pp. 1111
- Crooks, P.A.¹ Szyndler, R.²

11
- 0000080449
- Overman L.E., Flippin L.A. Tetrahedron Lett. 22:1981;195.
- (1981) Tetrahedron Lett. , vol.22 , pp. 195
- Overman, L.E.¹ Flippin, L.A.²

12
- 0001464408
- Overman L.E., Sugai S. J. Org. Chem. 50:1985;4154.
- (1985) J. Org. Chem. , vol.50 , pp. 4154
- Overman, L.E.¹ Sugai, S.²

13
- 0001463309
- Carré M.C., Houmounou J.P., Caubère P. Tetrahedron Lett. 26:1985;3107.
- (1985) Tetrahedron Lett. , vol.26 , pp. 3107
- Carré, M.C.¹ Houmounou, J.P.² Caubère, P.³

14
- 0000579461
- Kissel C.L., Rickborn B. J. Org. Chem. 37:1972;2060.
- (1972) J. Org. Chem. , vol.37 , pp. 2060
- Kissel, C.L.¹ Rickborn, B.²

15
- 0000094270
- Yamada J.-I., Yumoto M., Yamamoto Y. Tetrahedron Lett. 30:1989;4255.
- (1989) Tetrahedron Lett. , vol.30 , pp. 4255
- Yamada, J.-I.¹ Yumoto, M.² Yamamoto, Y.³

16
- 84986457176
- Fiorenza M., Ricci A., Taddei M., Tassi D. Synthesis. 1983;640.
- (1983) Synthesis , pp. 640
- Fiorenza, M.¹ Ricci, A.² Taddei, M.³ Tassi, D.⁴

17
- 33644915171
- Papini A., Ricci A., Taddei M., Seconi G., Dembech P. J. Chem. Soc., Perkin Trans. 1. 1984;2261.
- (1984) J. Chem. Soc., Perkin Trans. 1 , pp. 2261
- Papini, A.¹ Ricci, A.² Taddei, M.³ Seconi, G.⁴ Dembech, P.⁵

18
- 0000757070
- Atkins R.K., Frazier J., Moore L.L., Weigel L.O. Tetrahedron Lett. 27:1986;2451.
- (1986) Tetrahedron Lett. , vol.27 , pp. 2451
- Atkins, R.K.¹ Frazier, J.² Moore, L.L.³ Weigel, L.O.⁴

19
- 33845378115
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1985) J. Org. Chem. , vol.50 , pp. 1557
- Caron, M.¹ Sharpless, K.B.²

20
- 0000125419
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1985) J. Org. Chem. , vol.50 , pp. 1560
- Chong, J.-M.¹ Sharpless, K.B.²

21
- 0025985752
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1991) Tetrahedron Lett. , vol.32 , pp. 6931
- Canas, M.¹ Poch, M.² Verdaguer, X.³ Moyano, A.⁴ Pericas, M.A.⁵ Riera, A.⁶

22
- 0030739748
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1997) J. Org. Chem. , vol.62 , pp. 4970
- Vidal-ferran, A.¹ Moyano, A.² Pericas, M.A.³ Riera, A.⁴

23
- 0033603374
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1999) J. Org. Chem. , vol.64 , pp. 4962
- Sagawa, S.¹ Abe, H.² Hase, Y.³ Inaba, T.⁴

24
- 0025191236
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1990) Tetrahedron Lett. , vol.31 , pp. 575
- Iqbal, J.¹ Pandey, A.²

25
- 0028870677
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1995) Tetrahedron Lett. , vol.36 , pp. 107
- Leung, W.-H.¹ Chow, E.K.F.² Wu, M.-C.³ Kum, P.W.Y.⁴ Yeung, L.-L.⁵

26
- 0028950258
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1995) Tetrahedron Lett. , vol.36 , pp. 1649
- Van de Weghe, P.¹ Collin, J.²

27
- 0032258322
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1998) Coord. Chem. Rev. , vol.178-180 , pp. 117
- Collin, J.¹ Giuseppone, N.² Van de Weghe, P.³

28
- 0030961290
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1997) Synth. Commun. , vol.27 , pp. 1677
- Fu, X.-L.¹ Wu, S.-H.²

29
- 0025277198
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1990) Tetrahedron Lett. , vol.31 , pp. 4661
- Chini, M.¹ Crotti, P.² Macchia, F.³

30
- 33751498927
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1991) J. Org. Chem. , vol.56 , pp. 5939
- Chini, M.¹ Crotti, P.² Macchia, F.³

31
- 33751499123
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (1991) J. Org. Chem. , vol.56 , pp. 7043
- Chini, M.¹ Crotti, P.² Flippin, L.A.³ Macchia, F.⁴

32
- 0033710147
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (2000) J. Synthesis , pp. 1817
- Chandrasekhar, S.¹ Ramachandar, T.² Prakash, S.³

33
- 0035110893
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (2001) New J. Chem. , vol.25 , pp. 221
- Reddy, L.R.¹ Reddy, M.A.² Bhanumathi, N.³ Rama Rao, K.⁴

34
- 0035036879
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (2001) Synthesis , pp. 831
- Reddy, L.R.¹ Reddy, M.A.² Bhanumathi, N.³ Rama Rao, K.⁴

35
- 0033979286
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (2000) Synthesis , pp. 78
- Rampalli, S.¹ Chaudhari, S.S.² Akamanchi, K.G.³

36
- 0034007447
- 3: Rampalli, S.; Chaudhari, S. S.; Akamanchi, K. G. Synthesis 2000, 78; (r) Cyclodextrine: Reddy, L. R.; Reddy, M. A.; Bhanumathi, N.; Rama Rao, K. Synlett 2000, 339.
- (2000) Synlett , pp. 339
- Reddy, L.R.¹ Reddy, M.A.² Bhanumathi, N.³ Rama Rao, K.⁴

37
- 0001363081
- 2: Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
- (1989) Tetrahedron Lett. , vol.30 , pp. 739
- Fujiwara, M.¹ Imada, M.² Baba, A.³ Matsuda, H.⁴

38
- 37049083984
- 2: Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
- (1994) J. Chem. Soc., Perkin Trans. 1 , pp. 2597
- Meguro, M.¹ Asao, N.² Yamamoto, Y.³

39
- 0032557714
- 2: Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1747
- Hou, X.-L.¹ Wu, J.² Dai, L.-X.³ Xia, L.-J.⁴ Tang, M.-H.⁵

40
- 0027954262
- 2: Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
- (1994) Tetrahedron Lett. , vol.35 , pp. 433
- Chini, M.¹ Crotti, P.² Favero, L.³ Macchia, F.⁴ Pineschi, M.⁵

41
- 0030597092
- 2: Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
- (1996) Tetrahedron Lett. , vol.37 , pp. 7715
- Auge, J.¹ Leroy, F.²

42
- 0033534609
- 2: Sekar, G.; Singh, V. K. J. Org. Chem. 1999, 64, 287.
- (1999) J. Org. Chem. , vol.64 , pp. 287
- Sekar, G.¹ Singh, V.K.²

43
- 0005105885
- 2 can be purchased from Sigma or Fluka
- 2 can be purchased from Sigma or Fluka.

44
- 0005210298
- 4 (1/1.3) or than in the presence of 0.5 equiv. of LiOTf (1.5/1). See Refs. 9l and 10e
- 4 (1/1.3) or than in the presence of 0.5 equiv. of LiOTf (1.5/1). See Refs. 9l and 10e .

45
- 0005209840
- 4, 10 equiv. of amine and by heating
- 4, 10 equiv. of amine and by heating.

46
- 0001070521
- Slagel R.C. J. Org. Chem. 33:1968;1374.
- (1968) J. Org. Chem. , vol.33 , pp. 1374
- Slagel, R.C.¹

47
- 84956618380
- Ikeda I., Machii Y., Okahara M. Synthesis. 1978;301.
- (1978) Synthesis , pp. 301
- Ikeda, I.¹ Machii, Y.² Okahara, M.³

48
- 0002235765
- Ikeda I., Machii Y., Okahara M. Synthesis. 1980;650.
- (1980) Synthesis , pp. 650
- Ikeda, I.¹ Machii, Y.² Okahara, M.³

49
- 0005154727
- Haywood L., McKee S., Middleton W.J. J. Fluorine Chem. 51:1991;419.
- (1991) J. Fluorine Chem. , vol.51 , pp. 419
- Haywood, L.¹ McKee, S.² Middleton, W.J.³

50
- 0005204836
- 13C NMR, IR and mass spectra
- 13C NMR, IR and mass spectra.

51
- 0005150125
- 4, concentrated in vacuo and purified by flash chromatography on silica gel
- 4, concentrated in vacuo and purified by flash chromatography on silica gel.

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