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European Journal of Organic Chemistry

Volumn , Issue 20-21, 2011, Pages 3896-3903

Catalyst-free Strecker reaction in water: A simple and efficient protocol using acetone cyanohydrin as cyanide source

(3) Galletti, Paola a Pori, Matteo a Giacomini, Daria a

a UNIVERSITY OF BOLOGNA (Italy)

Author keywords

Aldehydes; Amines; Cyanides; Ketones; Multicomponent reactions

Indexed keywords

EID: 79960329353 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201100089 Document Type: Article

Times cited : (42)

References (48)

1
- 84918022463
- A. Strecker, Ann. Chem. Pharm. 1850, 75, 27-45.
- (1850) Ann. Chem. Pharm. , vol.75 , pp. 27-45
- Strecker, A.¹

2
- 36849051865
- For recent reviews on α-amino acid synthesis see C. Najera, J. M. Sansano, Chem. Rev. 2007, 107, 4584.
- (2007) Chem. Rev. , vol.107 , pp. 4584
- Najera, C.¹ Sansano, J.M.²

3
- 34250900985
- A. Perdih, M. S. Dolenc, Curr. Org. Chem. 2007, 11, 801.
- (2007) Curr. Org. Chem. , vol.11 , pp. 801
- Perdih, A.¹ Dolenc, M.S.²

4
- 67650096552
- T. Opatz, Synthesis 2009, 1941-1959.
- (2009) Synthesis , pp. 1941-1959
- Opatz, T.¹

5
- 0034400108
- D. Enders, J. P. Shilvock, Chem. Soc. Rev. 2000, 29, 359-373.
- (2000) Chem. Soc. Rev. , vol.29 , pp. 359-373
- Enders, D.¹ Shilvock, J.P.²

6
- 65249100749
- For recent reviews on multicomponent reactions, see, for instance B. Ganem, Acc. Chem. Res. 2009, 42, 463-472.
- (2009) Acc. Chem. Res. , vol.42 , pp. 463-472
- Ganem, B.¹

7
- 31544434530
- A. Dömling, Chem. Rev. 2006, 106, 17-89.
- (2006) Chem. Rev. , vol.106 , pp. 17-89
- Dömling, A.¹

8
- 9644264252
- for a recent asymmetric Strecker reaction, see, for instance: B. Ramalingam, A. M. Seayad, L. Chuanzhao, M. Garland, K. Yoshinaga, M. Wadamoto, T. Nagata, C. L. L. Chai, Adv. Synth. Catal. 2010, 352, 2153-2158 and references cited therein. B. A. Bhanu Prasad, A. Bisai, V. K. Singh, Tetrahedron Lett. 2004, 45, 9565-9567.
- (2004) Tetrahedron Lett. , vol.45 , pp. 9565-9567
- Bhanu Prasad, B.A.¹ Bisai, A.² Singh, V.K.³

9
- 66349105583
- K. Shen, X. H. Liu, Y. F. Cai, L. L. Lin, X. M. Feng, Chem. Eur. J. 2009, 15, 6008-6014.
- (2009) Chem. Eur. J. , vol.15 , pp. 6008-6014
- Shen, K.¹ Liu, X.H.² Cai, Y.F.³ Lin, L.L.⁴ Feng, X.M.⁵

10
- 78149438391
- S. Ramesh, K. Sivakuma, C. Panja, P. N. Arunachalam, A. Lalitha, Synth. Commun. 2010, 40, 3544-3551.
- (2010) Synth. Commun. , vol.40 , pp. 3544-3551
- Ramesh, S.¹ Sivakuma, K.² Panja, C.³ Arunachalam, P.N.⁴ Lalitha, A.⁵

11
- 0000408498
- S. Harusawa, Y. Hamada, T. Shioiri, Tetrahedron Lett. 1979, 20, 4663-4666.
- (1979) Tetrahedron Lett. , vol.20 , pp. 4663-4666
- Harusawa, S.¹ Hamada, Y.² Shioiri, T.³

12
- 2142704287
- S. Nakamura, N. Sato, M. Sugimoto, T. Toru, Tetrahedron: Asymmetry 2004, 15, 1513-1516.
- (2004) Tetrahedron: Asymmetry , vol.15 , pp. 1513-1516
- Nakamura, S.¹ Sato, N.² Sugimoto, M.³ Toru, T.⁴

13
- 0037189898
- P. Vachal, E. N. Jacobsen, J. Am. Chem. Soc. 2002, 124, 10012-10014.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 10012-10014
- Vachal, P.¹ Jacobsen, E.N.²

14
- 67650093200
- Z. F. Xie, G. L. Li, G. Zhao, J. D. Wang, Synthesis 2009, 2035-2039.
- (2009) Synthesis , pp. 2035-2039
- Xie, Z.F.¹ Li, G.L.² Zhao, G.³ Wang, J.D.⁴

15
- 70449382191
- F. Cruz-Acosta, A. Santos-Exposito, P. Armas, F. Garcia-Tellado, Chem. Commun. 2009, 6839-6841.
- (2009) Chem. Commun. , pp. 6839-6841
- Cruz-Acosta, F.¹ Santos-Exposito, A.² Armas, P.³ Garcia-Tellado, F.⁴

16
- 77953686971
- Z. Li, Y. Ma, J. Xu, J. Shi, H. Cai, Tetrahedron Lett. 2010, 51, 3922-3926.
- (2010) Tetrahedron Lett. , vol.51 , pp. 3922-3926
- Li, Z.¹ Ma, Y.² Xu, J.³ Shi, J.⁴ Cai, H.⁵

17
- 61349167157
- S. Sipos, I. Jablonkai, Tetrahedron Lett. 2009, 50, 1844-1846.
- (2009) Tetrahedron Lett. , vol.50 , pp. 1844-1846
- Sipos, S.¹ Jablonkai, I.²

18
- 75849164407
- See ref. 9 and references cited in, K. Iwanami, H. Seo, J.-C. Choi, T. Sakakura, H. Yasuda, Tetrahedron 2010, 66, 1898-1901.
- (2010) Tetrahedron , vol.66 , pp. 1898-1901
- Iwanami, K.¹ Seo, H.² Choi, J.-C.³ Sakakura, T.⁴ Yasuda, H.⁵

19
- 77949276710
- J. Wang, Y. Masui, M. Onaka, Eur. J. Org. Chem. 2010, 1763-1771.
- (2010) Eur. J. Org. Chem. , pp. 1763-1771
- Wang, J.¹ Masui, Y.² Onaka, M.³

20
- 34247581983
- A. Baeza, C. Najera, J. M. Sansano, Synthesis 2007, 1230-1234.
- (2007) Synthesis , pp. 1230-1234
- Baeza, A.¹ Najera, C.² Sansano, J.M.³

21
- 27644482318
- R. Martínez, D. J. Ramon, M. Yus, Tetrahedron Lett. 2005, 46, 8471-8474.
- (2005) Tetrahedron Lett. , vol.46 , pp. 8471-8474
- Martínez, R.¹ Ramon, D.J.² Yus, M.³

22
- 65949118468
- J. Holt, U. Hanefeld, Curr. Org. Synth. 2009, 6, 15-37.
- (2009) Curr. Org. Synth. , vol.6 , pp. 15-37
- Holt, J.¹ Hanefeld, U.²

23
- 21644433892
- M. Sharma, N. N. Sharma, T. C. Bhalla, Enzyme Microb. Technol. 2005, 37, 279-294.
- (2005) Enzyme Microb. Technol. , vol.37 , pp. 279-294
- Sharma, M.¹ Sharma, N.N.² Bhalla, T.C.³

24
- 77954038128
- M. Paravidino, M. J. Sorgedrager, R. V. A. Orru, U. Hanefeld, Chem. Eur. J. 2010, 16, 7596-7604.
- (2010) Chem. Eur. J. , vol.16 , pp. 7596-7604
- Paravidino, M.¹ Sorgedrager, M.J.² Orru, R.V.A.³ Hanefeld, U.⁴

25
- 33745590830
- A. S. Paraskar, A. Sudalai, Tetrahedron Lett. 2006, 47, 5759-5762.
- (2006) Tetrahedron Lett. , vol.47 , pp. 5759-5762
- Paraskar, A.S.¹ Sudalai, A.²

26
- 0037348766
- J. S. Yadav, B. V. S. Reddy, B. Eshwaraiah, M. Srinivas, P. Vishnumurthy, New J. Chem. 2003, 27, 462-465.
- (2003) New J. Chem. , vol.27 , pp. 462-465
- Yadav, J.S.¹ Reddy, B.V.S.² Eshwaraiah, B.³ Srinivas, M.⁴ Vishnumurthy, P.⁵

27
- 77955952891
- P. Galletti, E. Emer, G. Gucciardo, A. Quintavalla, M. Pori, D. Giacomini, Org. Biomol. Chem. 2010, 8, 4117-4123.
- (2010) Org. Biomol. Chem. , vol.8 , pp. 4117-4123
- Galletti, P.¹ Emer, E.² Gucciardo, G.³ Quintavalla, A.⁴ Pori, M.⁵ Giacomini, D.⁶

28
- 34948832633
- D. Giacomini, P. Galletti, A. Quintavalla, G. Gucciardo, F. Paradisi, Chem. Commun. 2007, 4038-4040.
- (2007) Chem. Commun. , pp. 4038-4040
- Giacomini, D.¹ Galletti, P.² Quintavalla, A.³ Gucciardo, G.⁴ Paradisi, F.⁵

29
- 29844452149
- G. Cainelli, P. C. Engel, P. Galletti, D. Giacomini, A. Gualandi, F. Paradisi, Org. Biomol. Chem. 2005, 3, 4316-4320.
- (2005) Org. Biomol. Chem. , vol.3 , pp. 4316-4320
- Cainelli, G.¹ Engel, P.C.² Galletti, P.³ Giacomini, D.⁴ Gualandi, A.⁵ Paradisi, F.⁶

30
- 0346121385
- G. Cainelli, P. Galletti, D. Giacomini, A. Gualandi, A. Quintavalla, Helv. Chim. Acta 2003, 86, 3548-3559.
- (2003) Helv. Chim. Acta , vol.86 , pp. 3548-3559
- Cainelli, G.¹ Galletti, P.² Giacomini, D.³ Gualandi, A.⁴ Quintavalla, A.⁵

31
- 0034619915
- G. Cainelli, V. De Matteis, P. Galletti, D. Giacomini, P. Orioli, Chem. Commun. 2000, 2351-2352.
- (2000) Chem. Commun. , pp. 2351-2352
- Cainelli, G.¹ De Matteis, V.² Galletti, P.³ Giacomini, D.⁴ Orioli, P.⁵

32
- 0000140586
- On the use of cyanohydrins in synthesis, see:, R. J. H. Gregory, Chem. Rev. 1999, 99, 3649-3682.
- (1999) Chem. Rev. , vol.99 , pp. 3649-3682
- Gregory, R.J.H.¹

33
- 77955303620
- For a safe production method of acetone cyanohydrin, see, for instance:, T. S. A. Heugebaert, B. I. Roman, A. De Blieck, C. V. Stevens, Tetrahedron Lett. 2010, 51, 4189-4191.
- (2010) Tetrahedron Lett. , vol.51 , pp. 4189-4191
- Heugebaert, T.S.A.¹ Roman, B.I.² De Blieck, A.³ Stevens, C.V.⁴

34
- 33947346783
- C. H. Li, T. D. Stewart, J. Am. Chem. Soc. 1937, 59, 2596-2599.
- (1937) J. Am. Chem. Soc. , vol.59 , pp. 2596-2599
- Li, C.H.¹ Stewart, T.D.²

35
- 0004939375
- T. D. Stewart, B. J. Fontana, J. Am. Chem. Soc. 1940, 62, 3281-3285.
- (1940) J. Am. Chem. Soc. , vol.62 , pp. 3281-3285
- Stewart, T.D.¹ Fontana, B.J.²

36
- 36348984494
- (Ed.:, U. M. Lindström), Blackwell Publishing, Oxford, UK
- J. B. F. N. Engberts in Organic Reaction in Water (Ed.:, U. M. Lindström), Blackwell Publishing, Oxford, UK, 2007, p. 29.
- (2007) Organic Reaction in Water , pp. 29
- Engberts, J.B.F.N.¹

37
- 0041818406
- S. Otto, J. B. F. N. Engberts, Org. Biomol. Chem. 2003, 1, 2809-2820.
- (2003) Org. Biomol. Chem. , vol.1 , pp. 2809-2820
- Otto, S.¹ Engberts, J.B.F.N.²

38
- 0003942864
- John Wiley & Sons, New York
- For the internal strain effect, see:, E. L. Eliel, S. H. Wilen, Steoreochemistry of Organic Compounds, John Wiley & Sons, New York, 1994, p. 769.
- (1994) Steoreochemistry of Organic Compounds , pp. 769
- Eliel, E.L.¹ Wilen, S.H.²

39
- 51449119650
- C. Gao, Y. Jiang, C. Tan, X. Zu, H. Liu, D. Cao, Bioorg. Med. Chem. 2008, 16, 8670-8675.
- (2008) Bioorg. Med. Chem. , vol.16 , pp. 8670-8675
- Gao, C.¹ Jiang, Y.² Tan, C.³ Zu, X.⁴ Liu, H.⁵ Cao, D.⁶

40
- 74949115001
- A. M. Seayad, B. Ramalingam, C. Chai, K. Yoshinaga, T. Nagata, Org. Lett. 2010, 12, 264-267.
- (2010) Org. Lett. , vol.12 , pp. 264-267
- Seayad, A.M.¹ Ramalingam, B.² Chai, C.³ Yoshinaga, K.⁴ Nagata, T.⁵

41
- 56049120820
- C. Wiles, P. Watts, Eur. J. Org. Chem. 2008, 33, 5597-5613.
- (2008) Eur. J. Org. Chem. , vol.33 , pp. 5597-5613
- Wiles, C.¹ Watts, P.²

42
- 33748737484
- N. A. Hassan, E. Bayer, J. Jochims, J. Chem. Soc. Perkin Trans. 1 1998, 22, 3747-3758.
- (1998) J. Chem. Soc. Perkin Trans. 1 , vol.22 , pp. 3747-3758
- Hassan, N.A.¹ Bayer, E.² Jochims, J.³

43
- 77951256782
- K. Niknam, D. Saberi, M. N. Sefat, Tetrahedron Lett. 2010, 51, 2959-2962.
- (2010) Tetrahedron Lett. , vol.51 , pp. 2959-2962
- Niknam, K.¹ Saberi, D.² Sefat, M.N.³

44
- 33745712410
- M. M. Mojtahedi, M. S. Abaee, H. Abbasi, Can. J. Chem. 2006, 84, 429-432.
- (2006) Can. J. Chem. , vol.84 , pp. 429-432
- Mojtahedi, M.M.¹ Abaee, M.S.² Abbasi, H.³

45
- 77949567330
- N. H. Khan, S. Saravanan, R. I. Kureshy, S. H. R. Abdi, A. Sadhukhan, H. C. Bajaj, J. Organomet. Chem. 2010, 695, 1133-1137.
- (2010) J. Organomet. Chem. , vol.695 , pp. 1133-1137
- Khan, N.H.¹ Saravanan, S.² Kureshy, R.I.³ Abdi, S.H.R.⁴ Sadhukhan, A.⁵ Bajaj, H.C.⁶

46
- 0035926418
- M. Chavarot, J. J. Byrne, P. Chavant, Y. Vallee, Tetrahedron: Asymmetry 2001, 12, 1147-1150.
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 1147-1150
- Chavarot, M.¹ Byrne, J.J.² Chavant, P.³ Vallee, Y.⁴

47
- 0037170892
- B. C. Ranu, S. S. H. A. Dey, Tetrahedron 2002, 58, 2529-2532.
- (2002) Tetrahedron , vol.58 , pp. 2529-2532
- Ranu, B.C.¹ Dey, S.S.H.A.²

48
- 0033546324
- J. L. Marco, S. T. Ingate, P. M. Chinchon, Tetrahedron 1999, 55, 7625-7644.
- (1999) Tetrahedron , vol.55 , pp. 7625-7644
- Marco, J.L.¹ Ingate, S.T.² Chinchon, P.M.³

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