Application of SDP ligands for Pd-catalyzed allylic alkylation

Advanced Synthesis and Catalysis

Volumn 346, Issue 6, 2004, Pages 625-632

  Xie, Jian Hua ^a   Duan, Hai Feng ^a   Fan, Bao Min ^a   Cheng, Xu ^a   Wang, Li Xin ^a   Zhou, Qi Lin ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

Allylic alkylation; Asymmetric catalysis; Diphosphine ligands; Palladium; Spirobiindane

Indexed keywords

ACETIC ACID DERIVATIVE; DIETHYLZINC; INDAN DERIVATIVE; LIGAND; MALONIC ACID DERIVATIVE; PALLADIUM COMPLEX; PHOSPHINE DERIVATIVE;

ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; ENANTIOSELECTIVITY; SYNTHESIS; X RAY DIFFRACTION;

EID: 3042708209     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200404003     Document Type: Article

References (78)

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43. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
44. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
45. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
46. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
47. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
48. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
49. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
50. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
51. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
52. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
53. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
54. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
55. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
56. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
57. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
58. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
59. Selected papers for N,N-chelating ligands: a) A. Pfaltz, Acc. Chem. Res. 1993, 26, 339; b) H. Kubota, M. Nakajima, K. Koga, Tetrahedron Lett. 1993, 34, 8135; c) J. Kang, W. O. Cho, H. G. Cho, Tetrahedron: Asymmetry 1994, 5, 1347; d) O. Hoarao, H. Ait-Haddou, M. Castro, G. G. A. Balavoine, Tetrahedron: Asymmetry 1997, 8, 3755; e) U. Bremberg, F. Rahm, C. Moberg, Tetrahedron: Asymmetry 1998, 9, 3437; selected papers for P,N-chelating ligands: f) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769; g) P.-V. Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614; Angew. Chem. Int. Ed. 1993, 32, 566; h) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149; i) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493; j) H. Kubota, K. Koga, Tetrahedron Lett. 1994, 35, 6689; k) P. Wimmer, M. Widhalm, Tetrahedron: Asymmetry 1995, 6, 657; l) A. Togni, U. Burckhardt, V. Gramlich, P. S. Pregosin, R. Salzmann, J. Am. Chem. Soc. 1996, 118, 1031; m) T. Mino, W. Imiya, M. Yamashita, Synlett 1997, 583; n) J. P. Cahill, P. J. Guiry, Tetrahedron: Asymmetry 1998, 9, 4301; o) S. Vyskocil, M. Smrcina, V. Hanus, M. Polasek, P. Kocovsky, J. Org. Chem. 1998, 63, 7738; p) S. R. Gilbertson, C.-W. T. Chang, J. Org. Chem. 1998, 63, 8424.
60. a) T. Hayashi, A. Yamamoto, T. Hagihara, Y. Ito, Tetrahedron Lett. 1986, 27, 191;
61. b) M. Yamaguchi, T. Shima, T. Yamagishi, M. Hida, Tetrahedron: Asymmetry 1991, 2, 663;
62. c) P. S. Pregosin, H. Ruegger, R. Salzmann, A. Albinati, F. Lianza, R. W. Kunz, Organometallics 1994, 13, 83;
63. d) P. Dierkes, S. Ramdeehul, L. Barloy, A. D. Cian, J. Fischer, P. C. J. Kamer, P. W. N. M. Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3299; Angew. Chem. Int. Ed. 1998, 37, 3116;
64. d) P. Dierkes, S. Ramdeehul, L. Barloy, A. D. Cian, J. Fischer, P. C. J. Kamer, P. W. N. M. Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3299; Angew. Chem. Int. Ed. 1998, 37, 3116;
65. e) D.-B. Zhao, K.-L. Ding, Org. Lett. 2003, 5, 1349.
66. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
67. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
68. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
69. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
70. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
71. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
72. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
73. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
74. For recent selected examples, see: a) B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520; b) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749; Angew. Chem. Int. Ed. 1997, 36, 2635; c) B. M. Trost, R. Radinov, E. M. Grenzer, J. Am. Chem. Soc. 1997, 119, 7879; d) B. M. Trost, E. J. McEachern, F. D. Toste, J. Am. Chem. Soc. 1998, 120, 12702; e) B. M. Trost, G. M. Schroeder, J. Am. Chem. Soc. 1999, 121, 6759; f) P. A. Evans, J. E. Robinson, J. D. Nelson, J. Am. Chem. Soc. 1999, 121, 6761; g) B. M. Trost, C. Heinemann, X. Ariza, S. Weigand, J. Am. Chem. Soc. 1999, 121, 8667; h) B. M. Trost, D. E. Patterson, E. J. Membre, J. Am. Chem. Soc. 1999, 121, 10834.
75. a) V. B. Birman, A. L. Rheingold, K.-C. Lam, Tetrahedron: Asymmetry 1999, 10, 125;
76. b) J.-H. Zhang, J. Liao, X. Cui, K.-B. Yu, J.-G. Deng, S.-F. Zhu, L.-X. Wang, Q.-L. Zhou, L.-W. Chung, T. Ye, Tetrahedron: Asymmetry 2002, 13, 1363.
77. [13] are incorrect. The correct values are the doubles of these data.
78. H. R. Hays, J. Org. Chem. 1968, 33, 3690.