SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 45, Issue 30, 2006, Pages 5000-5002

Asymmetric aza-Wittig reactions: Enantioselective synthesis of β-quaternary azacycles

(4) Lertpibulpanya, Duanpen b Marsden, Stephen P a Rodriguez Garda, Ignacio b Kilner, Colin A a

a UNIVERSITY OF LEEDS (United Kingdom)

b IMPERIAL COLLEGE LONDON (United Kingdom)

Author keywords

Asymmetric synthesis; Aza Wittig reaction; Azides; Enantioselectivity; Phosphanes

Indexed keywords

ASYMMETRIC SYNTHESIS; AZA-WITTIG REACTION; AZIDES; ENANTIOSELECTIVITY; PHOSPHANES;

NITROGEN COMPOUNDS; REACTION KINETICS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

ORGANIC COMPOUNDS;

AZIDE; HETEROCYCLIC COMPOUND; SPIRO COMPOUND;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

AZA COMPOUNDS; AZIDES; CATALYSIS; MOLECULAR STRUCTURE; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 33746665355 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200601383 Document Type: Article

Times cited : (55)

References (35)

1
- 27544469612
- VCH, Weinheim
- For reviews, see: a) J. Christoffers, A. Baro, Quaternary Stereocenters. Challenges and Solutions for Organic Synthesis, VCH, Weinheim, 2005;
- (2005) Quaternary Stereocenters. Challenges and Solutions for Organic Synthesis
- Christoffers, J.¹ Baro, A.²

2
- 0344064789
- b) I. Denissova, L. Barriault, Tetrahedron 2003, 59, 10 105-10 146;
- (2003) Tetrahedron , vol.59 , pp. 10105-10146
- Denissova, I.¹ Barriault, L.²

3
- 0001227615
- c) J. Christoffers, A. Mann, Angew. Chem. 2001, 113, 4725-4732;
- (2001) Angew. Chem. , vol.113 , pp. 4725-4732
- Christoffers, J.¹ Mann, A.²

4
- 0035905575
- Angew. Chem. Int. Ed. 2001, 40, 4591-4597;
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 4591-4597

5
- 0000084915
- d) E. J. Corey, A. Guzman-Perez, Angew. Chem. 1998, 110, 402-415;
- (1998) Angew. Chem. , vol.110 , pp. 402-415
- Corey, E.J.¹ Guzman-Perez, A.²

6
- 0032473509
- Angew. Chem. Int. Ed. 1998, 37, 388-401;
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 388-401

7
- 0001521888
- e) K. Fuji, Chem. Rev. 1993, 93, 2037-2066.
- (1993) Chem. Rev. , vol.93 , pp. 2037-2066
- Fuji, K.¹

8
- 33746442416
- For reviews of desymmetrization processes in asymmetric synthesis, see: M. C. Willis, J. Chem. Soc. Perkin Trans. 1 1999, 1765-1784.
- (1999) J. Chem. Soc. Perkin Trans. 1 , pp. 1765-1784
- Willis, M.C.¹

9
- 0025875694
- a) D. Solé, J. Bonjoch, Tetrahedron Lett. 1991, 32, 5183-5186;
- (1991) Tetrahedron Lett. , vol.32 , pp. 5183-5186
- Solé, D.¹ Bonjoch, J.²

10
- 0029962138
- b) D. Solé, J. Bosch, J. Bonjoch, Tetrahedron 1996, 52, 4013-4028;
- (1996) Tetrahedron , vol.52 , pp. 4013-4028
- Solé, D.¹ Bosch, J.² Bonjoch, J.³

11
- 0035833056
- c) J. Bonjoch , D. Solé, R. Carrillo, E. Peidró, J. Bosch, Tetrahedron 2001, 57, 6011-6017.
- (2001) Tetrahedron , vol.57 , pp. 6011-6017
- Bonjoch, J.¹ Solé, D.² Carrillo, R.³ Peidró, E.⁴ Bosch, J.⁵

12
- 0030036498
- For applications in total synthesis, see: a) D. Solé, J. Bonjoch, J. Bosch, J. Org. Chem. 1996, 61, 4194-4195;
- (1996) J. Org. Chem. , vol.61 , pp. 4194-4195
- Solé, D.¹ Bonjoch, J.² Bosch, J.³

13
- 0030840651
- b) J. Bonjoch, D. Solé, S. García-Rubio, J. Bosch, J. Am. Chem. Soc. 1997, 119, 7230-7240;
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 7230-7240
- Bonjoch, J.¹ Solé, D.² García-Rubio, S.³ Bosch, J.⁴

14
- 0001260770
- c) D. Solé, J. Bonjoch, S. García-Rubio, E. Peidró, J. Bosch, Angew. Chem. 1999, 111, 408-410;
- (1999) Angew. Chem. , vol.111 , pp. 408-410
- Solé, D.¹ Bonjoch, J.² García-Rubio, S.³ Peidró, E.⁴ Bosch, J.⁵

15
- 0033082707
- Angew. Chem. Int. Ed. 1999, 38, 395-397;
- (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 395-397

16
- 0034681467
- d) D. Solé, J. Bonjoch, S. García-Rubio, E. Peidró, J. Bosch, Chem. Eur. J. 2000, 6, 655-665.
- (2000) Chem. Eur. J. , vol.6 , pp. 655-665
- Solé, D.¹ Bonjoch, J.² García-Rubio, S.³ Peidró, E.⁴ Bosch, J.⁵

17
- 0026516860
- For reviews of aza-Wittig processes, see: a) Y. G. Gololobov, L. F. Kashukin, Tetrahedron 1992, 48, 1353-1406;
- (1992) Tetrahedron , vol.48 , pp. 1353-1406
- Gololobov, Y.G.¹ Kashukin, L.F.²

18
- 0003397099
- Wiley, New York
- b) A. W. Johnson, Ylides and Imines of Phosphorus, Wiley, New York, 1993;
- (1993) Ylides and Imines of Phosphorus
- Johnson, A.W.¹

19
- 84952142578
- c) S. Eguchi, Y. Matsushita, K. Yamashita, Org. Prep. Proced. Int. 1992, 24, 209-243;
- (1992) Org. Prep. Proced. Int. , vol.24 , pp. 209-243
- Eguchi, S.¹ Matsushita, Y.² Yamashita, K.³

20
- 0346970848
- d) P. M. Fresneda, P. Molina, Synlett 2004, 1-17;
- (2004) Synlett , pp. 1-17
- Fresneda, P.M.¹ Molina, P.²

21
- 17844376761
- e) S. Eguchi, ARKIVOC 2005, 2, 98-119.
- (2005) ARKIVOC , vol.2 , pp. 98-119
- Eguchi, S.¹

22
- 33746675954
- Synthesis of tetrahydropyridines by aza-Wittig reactions: a) M. Pailer, E. Haslinger, Monatsh. Chem. 1970, 101, 508-511;
- (1970) Monatsh. Chem. , vol.101 , pp. 508-511
- Pailer, M.¹ Haslinger, E.²

23
- 37049097766
- b) P. H. Lambert, M. Vaultier, R. Carrie, J. Chem. Soc. Chem. Commun. 1982, 1224-1225;
- (1982) J. Chem. Soc. Chem. Commun. , pp. 1224-1225
- Lambert, P.H.¹ Vaultier, M.² Carrie, R.³

24
- 84989432281
- c) M. Vaultier, P. H. Lambert, R. Carrie, Bull. Soc. Chim. Belg. 1985, 94, 449-456;
- (1985) Bull. Soc. Chim. Belg. , vol.94 , pp. 449-456
- Vaultier, M.¹ Lambert, P.H.² Carrie, R.³

25
- 0011430510
- d) M. Vaultier, P. H. Lambert, R. Carrie, Bull. Soc. Chim. Fr. 1986, 83-92.
- (1986) Bull. Soc. Chim. Fr. , pp. 83-92
- Vaultier, M.¹ Lambert, P.H.² Carrie, R.³

26
- 0036216970
- For a review of asymmetric Wittig processes, see: T. Rein, T. M. Pedersen, Synthesis 2002, 579-594.
- (2002) Synthesis , pp. 579-594
- Rein, T.¹ Pedersen, T.M.²

27
- 0019157677
- For intramolecular desymmetrizing Wittig-type reactions of diketones, see: a) B. M. Trost, D. P. Curran, J. Am. Chem. Soc. 1980, 102, 5699-5700;
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 5699-5700
- Trost, B.M.¹ Curran, D.P.²

28
- 0001499276
- b) B. M. Trost, D. P. Curran, Tetrahedron Lett. 1981, 22, 4929-4932;
- (1981) Tetrahedron Lett. , vol.22 , pp. 4929-4932
- Trost, B.M.¹ Curran, D.P.²

29
- 0027999596
- c) T. Mandai, Y. Kaihara, J. Tsuji, J. Org. Chem. 1994, 59, 5847-5849;
- (1994) J. Org. Chem. , vol.59 , pp. 5847-5849
- Mandai, T.¹ Kaihara, Y.² Tsuji, J.³

30
- 0037007675
- d) A. V. Bedekar, T. Watanabe, K. Tanaka, K. Fuji, Tetrahedron: Asymmetry 2002, 13, 721-727;
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 721-727
- Bedekar, A.V.¹ Watanabe, T.² Tanaka, K.³ Fuji, K.⁴

31
- 0037007673
- e) J. Yamazaki, A. V. Bedekar, T. Watanabe, K. Tanaka, J. Watanabe, K. Fuji, Tetrahedron: Asymmetry 2002, 13, 729-734.
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 729-734
- Yamazaki, J.¹ Bedekar, A.V.² Watanabe, T.³ Tanaka, K.⁴ Watanabe, J.⁵ Fuji, K.⁶

32
- 0033597638
- J. M. Brunel, O. Legrand, S. Reymond, G. Buono, J. Am. Chem. Soc. 1999, 121, 5807-5808.
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 5807-5808
- Brunel, J.M.¹ Legrand, O.² Reymond, S.³ Buono, G.⁴

33
- 0000285243
- W. J. Richter, Chem. Ber. 1984, 117, 2328-2336.
- (1984) Chem. Ber. , vol.117 , pp. 2328-2336
- Richter, W.J.¹

34
- 0034740382
- D. Smyth, H. Tye, C. Eldred, N. W. Alcock, M. Wills, J. Chem. Soc. Perkin Trans. 1 2001, 2840-2849.
- (2001) J. Chem. Soc. Perkin Trans. 1 , pp. 2840-2849
- Smyth, D.¹ Tye, H.² Eldred, C.³ Alcock, N.W.⁴ Wills, M.⁵

35
- 33746758561
- CCDC-603132 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.