SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 41, Issue 24, 2002, Pages 4691-4693

Polymer-supported C2-symmetric ligands for palladium-catalyzed asymmetric allylic alkylation reactions

(4) Trost, Barry M a Pan, Zhengying a Zambrano, Jorge a Kujat, Christof a

a STANFORD UNIVERSITY (United States)

Author keywords

Allylic alkylation; Asymmetric synthesis; N ligands; Palladium; Polymer supported catalysts

Indexed keywords

ALKYLATION; CATALYSTS; POLYMERS;

SYMMETRIC LIGANDS;

PALLADIUM;

ALLYL COMPOUND; BISURETHANE; LIGAND; OXAZOLIDIN 2 ONE; OXAZOLIDINONE DERIVATIVE; PALLADIUM; POLYMER; PYRROLIDINE DERIVATIVE; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG; URETHAN DERIVATIVE;

ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL PARAMETERS; CHIRALITY; CYCLIZATION; ENANTIOMER; CHEMICAL STRUCTURE; CHEMISTRY; METABOLISM;

ALKYLATION; CATALYSIS; LIGANDS; MOLECULAR STRUCTURE; PALLADIUM; POLYMERS;

EID: 0037121442 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200290018 Document Type: Article

Times cited : (33)

References (33)

1
- 0035962701
- B. Clapham, T. S. Reger, K. D. Janda, Tetrahedron 2001, 57, 4637-4662; Y. R. de Miguel, E. Brule, R. G. Margue, J. Chem. Soc. Perkin Trans. 1 2001, 3085-3094; S. J. Shuttleworth, S. M. Allin, R. D. Wilson, D. Nasturica, Synthesis 2000, 1035-1074; S.J. Shuttleworth, S. M. Allin, P. K. Sharma, Synthesis 1997, 1217-1239; K. Fodor, S. G. A. Kolmschot, R. A. Sheldon, Enantiomer 1999, 4, 497-511.
- (2001) Tetrahedron , vol.57 , pp. 4637-4662
- Clapham, B.¹ Reger, T.S.² Janda, K.D.³

2
- 0035544072
- B. Clapham, T. S. Reger, K. D. Janda, Tetrahedron 2001, 57, 4637-4662; Y. R. de Miguel, E. Brule, R. G. Margue, J. Chem. Soc. Perkin Trans. 1 2001, 3085-3094; S. J. Shuttleworth, S. M. Allin, R. D. Wilson, D. Nasturica, Synthesis 2000, 1035-1074; S.J. Shuttleworth, S. M. Allin, P. K. Sharma, Synthesis 1997, 1217-1239; K. Fodor, S. G. A. Kolmschot, R. A. Sheldon, Enantiomer 1999, 4, 497-511.
- (2001) J. Chem. Soc. Perkin Trans. 1 , pp. 3085-3094
- De Miguel, Y.R.¹ Brule, E.² Margue, R.G.³

3
- 0033940981
- B. Clapham, T. S. Reger, K. D. Janda, Tetrahedron 2001, 57, 4637-4662; Y. R. de Miguel, E. Brule, R. G. Margue, J. Chem. Soc. Perkin Trans. 1 2001, 3085-3094; S. J. Shuttleworth, S. M. Allin, R. D. Wilson, D. Nasturica, Synthesis 2000, 1035-1074; S.J. Shuttleworth, S. M. Allin, P. K. Sharma, Synthesis 1997, 1217-1239; K. Fodor, S. G. A. Kolmschot, R. A. Sheldon, Enantiomer 1999, 4, 497-511.
- (2000) Synthesis , pp. 1035-1074
- Shuttleworth, S.J.¹ Allin, S.M.² Wilson, R.D.³ Nasturica, D.⁴

4
- 0030777553
- B. Clapham, T. S. Reger, K. D. Janda, Tetrahedron 2001, 57, 4637-4662; Y. R. de Miguel, E. Brule, R. G. Margue, J. Chem. Soc. Perkin Trans. 1 2001, 3085-3094; S. J. Shuttleworth, S. M. Allin, R. D. Wilson, D. Nasturica, Synthesis 2000, 1035-1074; S.J. Shuttleworth, S. M. Allin, P. K. Sharma, Synthesis 1997, 1217-1239; K. Fodor, S. G. A. Kolmschot, R. A. Sheldon, Enantiomer 1999, 4, 497-511.
- (1997) Synthesis , pp. 1217-1239
- Shuttleworth, S.J.¹ Allin, S.M.² Sharma, P.K.³

5
- 0033389462
- B. Clapham, T. S. Reger, K. D. Janda, Tetrahedron 2001, 57, 4637-4662; Y. R. de Miguel, E. Brule, R. G. Margue, J. Chem. Soc. Perkin Trans. 1 2001, 3085-3094; S. J. Shuttleworth, S. M. Allin, R. D. Wilson, D. Nasturica, Synthesis 2000, 1035-1074; S.J. Shuttleworth, S. M. Allin, P. K. Sharma, Synthesis 1997, 1217-1239; K. Fodor, S. G. A. Kolmschot, R. A. Sheldon, Enantiomer 1999, 4, 497-511.
- (1999) Enantiomer , vol.4 , pp. 497-511
- Fodor, K.¹ Kolmschot, S.G.A.² Sheldon, R.A.³

6
- 0003441482
- Wiley, New York
- J. Tsuji, Palladium Reagents and Catalysts-innovations in Organic Synthesis, Wiley, New York, 1995.
- (1995) Palladium Reagents, Catalysts-innovations in Organic Synthesis
- Tsuji, J.¹

7
- 0032487795
- Y. Uozumi, H. Danjo, T. Hiyashi, Tetrahedron Lett. 1998, 39, 8303; Y. Uozumi, H. Danjo, T. Hiyashi, J. Org. Chem. 1999, 64, 3884.
- (1998) Tetrahedron Lett. , vol.39 , pp. 8303
- Uozumi, Y.¹ Danjo, H.² Hiyashi, T.³

8
- 0032487795
- Y. Uozumi, H. Danjo, T. Hiyashi, Tetrahedron Lett. 1998, 39, 8303; Y. Uozumi, H. Danjo, T. Hiyashi, J. Org. Chem. 1999, 64, 3884.
- (1999) J. Org. Chem. , vol.64 , pp. 3884
- Uozumi, Y.¹ Danjo, H.² Hiyashi, T.³

9
- 0035356045
- C. A. Parrish, S. L. Buchwald, J. Org. Chem. 2001, 66, 3820.
- (2001) J. Org. Chem. , vol.66 , pp. 3820
- Parrish, C.A.¹ Buchwald, S.L.²

10
- 33751158779
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (1994) J. Org. Chem. , vol.59 , pp. 5358
- Wang, P.W.¹ Fox, M.A.²

11
- 0346854819
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 111101
- Buchmeiscr, M.R.¹ Wurst, K.²

12
- 0034659728
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (2000) Chem. Eur. J. , vol.6 , pp. 1773
- Schwarz, J.¹ Bohm, V.P.W.² Gardiner, M.G.³ Grosche, M.⁴ Herrmann, W.A.⁵ Hieringer, W.⁶ Raudashl-Sieber, G.⁷

13
- 0001440747
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (1991) Organometallics , vol.10 , pp. 1993
- Stille, J.K.¹ Su, H.² Hill, D.H.³ Schneider, P.⁴ Tanaka, M.⁵ Morrison, D.L.⁶ Hegedus, L.S.⁷

14
- 0031562389
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (1997) Tetrahedron Lett. , vol.38 , pp. 1793
- Jang, S.-B.¹

15
- 0032508024
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (1998) Tetrahedron Lett. , vol.39 , pp. 4287
- Finger, I.¹ Le Drian, C.²

16
- 0033529906
- ref. [4]
- Heck reaction: P. W. Wang, M. A. Fox, J. Org. Chem. 1994, 59, 5358; M. R. Buchmeiscr, K. Wurst, J. Am. Chem. Soc. 1999, 121, 111101; J. Schwarz, V. P. W. Bohm, M. G. Gardiner, M. Grosche, W. A. Herrmann, W. Hieringer, G. Raudashl-Sieber, Chem. Eur. J. 2000, 6, 1773; Stille reaction; J. K. Stille, H. Su, D. H. Hill, P. Schneider, M. Tanaka, D. L. Morrison, L. S. Hegedus, Organometallics 1991, 10, 1993; Suzuki reaction: S.-B. Jang, Tetrahedron Lett. 1997, 38, 1793; I. Finger, C. Le Drian, Tetrahedron Lett. 1998, 39, 4287; T. Y. Zhang, M. J. Allen, Tetrahedron Lett. 1999, 40, 5813; ref. [4].
- (1999) Tetrahedron Lett. , vol.40 , pp. 5813
- Zhang, T.Y.¹ Allen, M.J.²

17
- 0033407595
- K. Hallman, E. Macedo, K. Nordstrom, C. Moberg, Tetrahedron: Asymmetry 1999, 10, 4037; K. Hallman, C. Moberg, Tetrahedron: Asymmetry 2001, 12, 1475.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 4037
- Hallman, K.¹ Macedo, E.² Nordstrom, K.³ Moberg, C.⁴

18
- 0000133502
- K. Hallman, E. Macedo, K. Nordstrom, C. Moberg, Tetrahedron: Asymmetry 1999, 10, 4037; K. Hallman, C. Moberg, Tetrahedron: Asymmetry 2001, 12, 1475.
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 1475
- Hallman, K.¹ Moberg, C.²

19
- 0034801528
- Y. Uozumi, K. Shibatomi, J. Am. Chem. Soc. 2001, 123, 2919; see also: H.-J. Park, J. W. Han, H. Seo, H.-Y, Jang, Y. K. Chung, J. Suh, J. Mol. Catal. A 2001, 174, 151.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 2919
- Uozumi, Y.¹ Shibatomi, K.²

20
- 0035478232
- Y. Uozumi, K. Shibatomi, J. Am. Chem. Soc. 2001, 123, 2919; see also: H.-J. Park, J. W. Han, H. Seo, H.-Y, Jang, Y. K. Chung, J. Suh, J. Mol. Catal. A 2001, 174, 151.
- (2001) J. Mol. Catal. A , vol.174 , pp. 151
- Park, H.-J.¹ Han, J.W.² Seo, H.³ Jang, H.-Y.⁴ Chung, Y.K.⁵ Suh, J.⁶

21
- 33947092411
- B. M. Trost, E. Kainan, J. Am. Chem. Soc. 1978, 100, 7779.
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 7779
- Trost, B.M.¹ Kainan, E.²

22
- 0034966896
- B. M. Trost, J. Zambrano, W. Reichter, Synlett 2001, 907.
- (2001) Synlett , pp. 907
- Trost, B.M.¹ Zambrano, J.² Reichter, W.³

23
- 0000455625
- a) B. M. Trost, D. E. Patterson, J. Org. Chem. 1998, 63, 1339;
- (1998) J. Org. Chem. , vol.63 , pp. 1339
- Trost, B.M.¹ Patterson, D.E.²

24
- 1642324310
- b) B. M. Trost, D. L. VanVranken, C. Bingel, J. Am. Chem. Soc. 1992, 114, 9327.
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 9327
- Trost, B.M.¹ VanVranken, D.L.² Bingel, C.³

25
- 0036371962
- B. M. Trost, Chem. Pharm. Bull. 2002, 50, 1; B. M. Trost, C.-B. Lee in Catalytic Asymmetric Synthesis, (Ed.: I. Ojima), Wiley-VCH, New York, 2000, pp. 593-650; B. M. Trost, Acc. Chem. Res. 1996, 29, 355.
- (2002) Chem. Pharm. Bull. , vol.50 , pp. 1
- Trost, B.M.¹

26
- 0011779578
- (Ed.: I. Ojima), Wiley-VCH, New York
- B. M. Trost, Chem. Pharm. Bull. 2002, 50, 1; B. M. Trost, C.-B. Lee in Catalytic Asymmetric Synthesis, (Ed.: I. Ojima), Wiley-VCH, New York, 2000, pp. 593-650; B. M. Trost, Acc. Chem. Res. 1996, 29, 355.
- (2000) Catalytic Asymmetric Synthesis , pp. 593-650
- Trost, B.M.¹ Lee, C.-B.²

27
- 2542632182
- B. M. Trost, Chem. Pharm. Bull. 2002, 50, 1; B. M. Trost, C.-B. Lee in Catalytic Asymmetric Synthesis, (Ed.: I. Ojima), Wiley-VCH, New York, 2000, pp. 593-650; B. M. Trost, Acc. Chem. Res. 1996, 29, 355.
- (1996) Acc. Chem. Res. , vol.29 , pp. 355
- Trost, B.M.¹

28
- 0034708568
- A. J. Brouner, R. van der Linden, M. J. Liskamp, J. Org. Chem. 2000, 65, 1750; J. Skarzewski, A. Gupta, Tetrahedron: Asymmetry 1997, 8, 1861.
- (2000) J. Org. Chem. , vol.65 , pp. 1750
- Brouner, A.J.¹ Van der Linden, R.² Liskamp, M.J.³

29
- 0030920809
- A. J. Brouner, R. van der Linden, M. J. Liskamp, J. Org. Chem. 2000, 65, 1750; J. Skarzewski, A. Gupta, Tetrahedron: Asymmetry 1997, 8, 1861.
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 1861
- Skarzewski, J.¹ Gupta, A.²

30
- 0003860475
- Pierce Chemical Co., Rockford, IL
- J. M. Stewart, J. D. Young, Solid Phase Reptide Synthesis, 2nd Ed., Pierce Chemical Co., Rockford, IL, 1984, p. 105 and 108.
- (1984) Solid Phase Reptide Synthesis, 2nd Ed. , pp. 105
- Stewart, J.M.¹ Young, J.D.²

31
- 20844433475
- For an overview of applications of solid supported reagents and catalyst see: S. V. Ley, I. R. Baxendale, R. N. Bream, P. S. Jackson, A. G. Leach, D. A. Longbottom, M. Nesi, J. S. Scott, R. I. Storer, S. J. Taylor, J. Chem. Soc. Perkin Trans. 1 2000, 3815.
- (2000) J. Chem. Soc. Perkin Trans. 1 , pp. 3815
- Ley, S.V.¹ Baxendale, I.R.² Bream, R.N.³ Jackson, P.S.⁴ Leach, A.G.⁵ Longbottom, D.A.⁶ Nesi, M.⁷ Scott, J.S.⁸ Storer, R.I.⁹ Taylor, S.J.¹⁰

32
- 0347584753
- a) B. M. Trost, D. L. Vranken, J. Am. Chem. Soc. 1993, 115, 444;
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 444
- Trost, B.M.¹ Vranken, D.L.²

33
- 0032748320
- b) B. M. Trost, D. E. Patterson, Chem. Eur. J. 1999, 5, 3279.
- (1999) Chem. Eur. J. , vol.5 , pp. 3279
- Trost, B.M.¹ Patterson, D.E.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.