SCOPUS 정보 검색 플랫폼

Volumn , Issue 18, 2008, Pages 2905-2918

Comprehensive experimental and theoretical studies of configurationally labile epimeric diamine complexes of α-lithiated benzyl carbamates

(6) Lange, Heiko a Huenerbein, Robert a Wibbeling, Birgit a Fröhlich, Roland a Grimme, Stefan a Hoppe, Dieter a

a UNIVERSITY OF MÜNSTER (Germany)

Author keywords

Asymmetric synthesis; Bis(oxazoline) ligands; Carbanions; Lithium; Quantum chemical calculations

Indexed keywords

AMINES; CHEMICAL REACTIONS; NITROGEN COMPOUNDS; SUBSTITUTION REACTIONS;

ASYMMETRIC SYNTHESIS; BIS(OXAZOLINE) LIGANDS; CARBANIONS; LITHIUM; QUANTUM CHEMICAL CALCULATIONS;

ORGANIC COMPOUNDS;

CARBAMIC ACID DERIVATIVE; LITHIUM;

ARTICLE; ASYMMETRIC SYNTHESIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; QUANTUM CHEMISTRY; STEREOCHEMISTRY; THEORETICAL STUDY; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

EID: 53249098863 PISSN: 00397881 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1067242 Document Type: Article

Times cited : (14)

References (109)

1
- 0030694010
- Reviews: a
- Reviews: (a) Hoppe, D.; Hense, T. Angew. Chem., Int. Ed. Engl. 1997, 36, 2282;
- (1997) Angew. Chem., Int. Ed. Engl , vol.36 , pp. 2282
- Hoppe, D.¹ Hense, T.²

2
- 24944495774
- Angew. Chem. 1997, 109, 2376.
- (1997) Angew. Chem , vol.109 , pp. 2376

3
- 0037585195
- (b) Hoppe, D.; Marr, F.; Brüggemann, M. Top. Organomet. Chem. 2003, 5, 61.
- (2003) Top. Organomet. Chem , vol.5 , pp. 61
- Hoppe, D.¹ Marr, F.² Brüggemann, M.³

4
- 0842300569
- (c) Beak, P.; Johnson, T.; Kim, D.; Kim, S. Top. Organomet. Chem. 2003, 5, 139.
- (2003) Top. Organomet. Chem , vol.5 , pp. 139
- Beak, P.¹ Johnson, T.² Kim, D.³ Kim, S.⁴

5
- 1242311404
- (d) Toru, T.; Nakamura, S. Top. Organomet. Chem. 2003, 5, 177.
- (2003) Top. Organomet. Chem , vol.5 , pp. 177
- Toru, T.¹ Nakamura, S.²

6
- 34547600268
- Rappoport, Z, Marek, I, Eds, Wiley-VCH: Chichester
- (e) Hoppe, D.; Christoph, G. The Chemistry of Organolithium Compounds; Rappoport, Z.; Marek, I., Eds.; Wiley-VCH: Chichester, 2004, 1058.
- (2004) The Chemistry of Organolithium Compounds , pp. 1058
- Hoppe, D.¹ Christoph, G.²

7
- 33746040068
- In case of configurationally stable lithiated intermediates, catalytic asymmetric reactions are possible: (a) McGrath, M. J.; O'Brien, P. Synthesis 2006, 2233.
- In case of configurationally stable lithiated intermediates, catalytic asymmetric reactions are possible: (a) McGrath, M. J.; O'Brien, P. Synthesis 2006, 2233.

8
- 28444457008
- (b) McGrath, M. J.; O'Brien, P. J. Am. Chem. Soc. 2005, 127, 16378.
- (2005) J. Am. Chem. Soc , vol.127 , pp. 16378
- McGrath, M.J.¹ O'Brien, P.²

9
- 0000588779
- Selected early contributions: (a) Still, W. C.; Sreekumar, C. J. Am. Chem. Soc. 1980, 102 1201.
- Selected early contributions: (a) Still, W. C.; Sreekumar, C. J. Am. Chem. Soc. 1980, 102 1201.

10
- 84985580890
- (b) Hoppe, D.; Krämer, T. Angew. Chem., Int. Ed. Engl. 1986, 25, 160;
- (1986) Angew. Chem., Int. Ed. Engl , vol.25 , pp. 160
- Hoppe, D.¹ Krämer, T.²

11
- 0000311605
- Angew. Chem. 1986, 98, 171.
- (1986) Angew. Chem , vol.98 , pp. 171

12
- 0343583098
- (c) Hoppe, D.; Carstens, A.; Krämer, T. Angew. Chem., Int. Ed. Engl. 1990, 29, 1422;
- (1990) Angew. Chem., Int. Ed. Engl , vol.29 , pp. 1422
- Hoppe, D.¹ Carstens, A.² Krämer, T.³

13
- 0001317003
- Angew. Chem. 1990, 102, 1455.
- (1990) Angew. Chem , vol.102 , pp. 1455

14
- 0028238055
- (d) Carstens, A.; Hoppe, D. Tetrahedron 1994, 50, 6097.
- (1994) Tetrahedron , vol.50 , pp. 6097
- Carstens, A.¹ Hoppe, D.²

15
- 0343177680
- (e) Hoppe, D.; Hintze, F.; Tebben, P. Angew. Chem., Int. Ed. Engl. 1990, 29, 1424;
- (1990) Angew. Chem., Int. Ed. Engl , vol.29 , pp. 1424
- Hoppe, D.¹ Hintze, F.² Tebben, P.³

16
- 0001488536
- Angew. Chem. 1990, 102, 1457.
- (1990) Angew. Chem , vol.102 , pp. 1457

17
- 84985577017
- (a) Kerrick, S. T.; Beak, P. J. Am. Chem. Soc. 1991, 113, 9708.
- (1991) J. Am. Chem. Soc , vol.113 , pp. 9708
- Kerrick, S.T.¹ Beak, P.²

18
- 0001423357
- (b) Gawley, R. E.; Zhang, Q. J. Am. Chem. Soc. 1993, 115, 7515.
- (1993) J. Am. Chem. Soc , vol.115 , pp. 7515
- Gawley, R.E.¹ Zhang, Q.²

19
- 0032476136
- (c) Pippel, D. J.; Weisenburger, G. A.; Wilson, S. R.; Beak, P. Angew. Chem. Int. Ed. 1998, 37, 2522;
- (1998) Angew. Chem. Int. Ed , vol.37 , pp. 2522
- Pippel, D.J.¹ Weisenburger, G.A.² Wilson, S.R.³ Beak, P.⁴

20
- 0000308279
- Angew. Chem. 1998, 110, 2600.
- (1998) Angew. Chem , vol.110 , pp. 2600

21
- 0032706536
- (d) Weisenburger, G. A.; Faibish, N. C.; Pippel, D. J.; Beak, P. J. Am. Chem. Soc. 1999, 121, 9522.
- (1999) J. Am. Chem. Soc , vol.121 , pp. 9522
- Weisenburger, G.A.¹ Faibish, N.C.² Pippel, D.J.³ Beak, P.⁴

22
- 0029920726
- Basu, A.; Beak, P. J. Am. Chem. Soc. 1996, 118, 1575.
- (1996) J. Am. Chem. Soc , vol.118 , pp. 1575
- Basu, A.¹ Beak, P.²

23
- 84985666209
- (a) Hammerschmidt, F.; Hanninger, A. Chem. Ber. 1995, 128, 1069.
- (1995) Chem. Ber , vol.128 , pp. 1069
- Hammerschmidt, F.¹ Hanninger, A.²

24
- 0032748946
- (b) Hammerschmidt, F.; Hanninger, A.; Peric, B.; Völlenkle, H.; Werner, A. Eur. J. Org. Chem. 1999, 3511.
- (1999) Eur. J. Org. Chem , pp. 3511
- Hammerschmidt, F.¹ Hanninger, A.² Peric, B.³ Völlenkle, H.⁴ Werner, A.⁵

25
- 0030069953
- See as well: a
- See as well: (a) Derwing, C.; Hoppe, D. Synthesis 1996, 149.
- (1996) Synthesis , pp. 149
- Derwing, C.¹ Hoppe, D.²

26
- 0032708681
- (b) Derwing, C.; Frank, H.; Hoppe, D. Eur. J. Org. Chem. 1999, 3519.
- (1999) Eur. J. Org. Chem , pp. 3519
- Derwing, C.¹ Frank, H.² Hoppe, D.³

27
- 0032491848
- (a) Hoppe, D.; Kaiser, B.; Stratmann, O.; Fröhlich, R. Angew. Chem., Int. Ed. Engl. 1997, 36, 2784;
- (1997) Angew. Chem., Int. Ed. Engl , vol.36 , pp. 2784
- Hoppe, D.¹ Kaiser, B.² Stratmann, O.³ Fröhlich, R.⁴

28
- 85028058375
- Angew. Chem. 1997, 109, 2872.
- (1997) Angew. Chem , vol.109 , pp. 2872

29
- 0035910435
- (b) Stratmann, O.; Kaiser, B.; Fröhlich, R.; Meyer, O.; Hoppe, D. Chem. Eur. J. 2001, 7, 423.
- (2001) Chem. Eur. J , vol.7 , pp. 423
- Stratmann, O.¹ Kaiser, B.² Fröhlich, R.³ Meyer, O.⁴ Hoppe, D.⁵

30
- 0034677156
- (a) Nakamura, S.; Nakagawa, R.; Watanabe, Y.; Toru, T. Angew. Chem. Int. Ed. 2000, 39, 353;
- (2000) Angew. Chem. Int. Ed , vol.39 , pp. 353
- Nakamura, S.¹ Nakagawa, R.² Watanabe, Y.³ Toru, T.⁴

31
- 53249137386
- Angew. Chem. 2000, 112, 361.
- (2000) Angew. Chem , vol.112 , pp. 361

32
- 0034703737
- (b) Nakamura, S.; Nakagawa, R.; Watanabe, Y.; Toru, T. J. Am. Chem. Soc. 2000, 122, 11340.
- (2000) J. Am. Chem. Soc , vol.122 , pp. 11340
- Nakamura, S.¹ Nakagawa, R.² Watanabe, Y.³ Toru, T.⁴

33
- 0036108855
- (c) Nakamura, S.; Furutani, A.; Toru, T. Eur. J. Org. Chem. 2002, 1690.
- (2002) Eur. J. Org. Chem , pp. 1690
- Nakamura, S.¹ Furutani, A.² Toru, T.³

34
- 1442348983
- (d) Nakamura, S.; Ito, Y.; Wang, L.; Toru, T. J. Org. Chem. 2004, 69, 1581.
- (2004) J. Org. Chem , vol.69 , pp. 1581
- Nakamura, S.¹ Ito, Y.² Wang, L.³ Toru, T.⁴

35
- 0033623224
- For reviews on different enantiodeterming steps and mechanistic pathways: a
- For reviews on different enantiodeterming steps and mechanistic pathways: (a) Beak, P.; Anderson, D. R.; Curtis, M. D.; Laumer, J. M.; Pippel, D. J.; Weisenburger, G. A. Acc. Chem. Res. 2000, 33, 715.
- (2000) Acc. Chem. Res , vol.33 , pp. 715
- Beak, P.¹ Anderson, D.R.² Curtis, M.D.³ Laumer, J.M.⁴ Pippel, D.J.⁵ Weisenburger, G.A.⁶

36
- 0036495880
- (b) Basu, A.; Thayumanavan, S. Angew. Chem. Int. Ed. 2002, 41, 716;
- (2002) Angew. Chem. Int. Ed , vol.41 , pp. 716
- Basu, A.¹ Thayumanavan, S.²

37
- 0000232576
- Angew. Chem. 2002, 114, 740.
- (2002) Angew. Chem , vol.114 , pp. 740

38
- 33746120810
- Especially for dynamic thermodynamic resolution: Park, Y. S.; Yum, E. K.; Basu, A.; Beak, P. Org. Lett. 2006, 8, 2667.
- (c) Especially for dynamic thermodynamic resolution: Park, Y. S.; Yum, E. K.; Basu, A.; Beak, P. Org. Lett. 2006, 8, 2667.

39
- 0001708455
- Zarges, W.; Marsch, M.; Harms, K.; Koch, W.; Frenking, G.; Boche, G. Chem. Ber. 1991, 124, 543.
- (1991) Chem. Ber , vol.124 , pp. 543
- Zarges, W.¹ Marsch, M.² Harms, K.³ Koch, W.⁴ Frenking, G.⁵ Boche, G.⁶

40
- 0000269516
- (a) Rein, K.; Goicoechea-Pappas, M.; Anklekar, T. V.; Hart, G. C.; Smith, G. A.; Gawley, R. E. J. Am. Chem. Soc. 1989, 111, 2211.
- (1989) J. Am. Chem. Soc , vol.111 , pp. 2211
- Rein, K.¹ Goicoechea-Pappas, M.² Anklekar, T.V.³ Hart, G.C.⁴ Smith, G.A.⁵ Gawley, R.E.⁶

41
- 0025944374
- (b) Meyers, A. I.; Guiles, J.; Warmus, J. S.; Gonzales, M. A. Tetrahedron Lett. 1991, 32, 5505.
- (1991) Tetrahedron Lett , vol.32 , pp. 5505
- Meyers, A.I.¹ Guiles, J.² Warmus, J.S.³ Gonzales, M.A.⁴

42
- 84990134356
- A pyramidal carbon atom is not a precondition for the occurrence of chirality in an ion pair as long as the cation is connected to one particular enantiotopic face. For the situation in lithiated benzyl sulfones see: (a) Boche, G. Angew. Chem, Int. Ed. Engl. 1989, 28, 277;
- A pyramidal carbon atom is not a precondition for the occurrence of chirality in an ion pair as long as the cation is connected to one particular enantiotopic face. For the situation in lithiated benzyl sulfones see: (a) Boche, G. Angew. Chem., Int. Ed. Engl. 1989, 28, 277;

43
- 0001123214
- Angew. Chem. 1989, 101, 286.
- (1989) Angew. Chem , vol.101 , pp. 286

44
- 0025342805
- (b) Gais, H.-J.; Hellmann, G. Z.; Lindner, H. J. Angew. Chem., Int. Ed. Engl. 1990, 29, 100;
- (1990) Angew. Chem., Int. Ed. Engl , vol.29 , pp. 100
- Gais, H.-J.¹ Hellmann, G.Z.² Lindner, H.J.³

45
- 53249145341
- Angew. Chem. 1990, 102, 96.
- (1990) Angew. Chem , vol.102 , pp. 96

46
- 2042461502
- (c) Gais, H.-J.; Hellmann, G. Z. J. Am. Chem. Soc. 1992, 114, 4439.
- (1992) J. Am. Chem. Soc , vol.114 , pp. 4439
- Gais, H.-J.¹ Hellmann, G.Z.²

47
- 0000654304
- (a) Cram, D. J.; Mateos, J. L.; Hauck, F.; Langmann, A.; Kopecky, K. R.; Nielsen, W. D.; Allinger, J. J. Am. Chem. Soc. 1959, 81, 5774.
- (1959) J. Am. Chem. Soc , vol.81 , pp. 5774
- Cram, D.J.¹ Mateos, J.L.² Hauck, F.³ Langmann, A.⁴ Kopecky, K.R.⁵ Nielsen, W.D.⁶ Allinger, J.⁷

48
- 0000407838
- (b) Cram, D. J.; Kingsbury, C. A.; Rickborn, B. J. Am. Chem. Soc. 1961, 83, 3688.
- (1961) J. Am. Chem. Soc , vol.83 , pp. 3688
- Cram, D.J.¹ Kingsbury, C.A.² Rickborn, B.³

49
- 0001251122
- (c) Nozaki, H.; Aratani, T.; Toraya, T.; Noyori, R. Tetrahedron 1971, 27, 905.
- (1971) Tetrahedron , vol.27 , pp. 905
- Nozaki, H.¹ Aratani, T.² Toraya, T.³ Noyori, R.⁴

50
- 0000597912
- For a flattened benzylic carbanionic center in a crystal structure see
- For a flattened benzylic carbanionic center in a crystal structure see: Boche, G.; Marsch, M.; Harbach, J.; Harms, K.; Ledig, B.; Schubert, F.; Lohr, J. C. W.; Ahlbrecht, H. Chem. Ber. 1993, 126, 1887.
- (1993) Chem. Ber , vol.126 , pp. 1887
- Boche, G.¹ Marsch, M.² Harbach, J.³ Harms, K.⁴ Ledig, B.⁵ Schubert, F.⁶ Lohr, J.C.W.⁷ Ahlbrecht, H.⁸

51
- 33845283264
- Paquette, L. A.; Gilday, J. P.; Ra, C. S. J. Am. Chem. Soc. 1987, 109, 6858.
- (1987) J. Am. Chem. Soc , vol.109 , pp. 6858
- Paquette, L.A.¹ Gilday, J.P.² Ra, C.S.³

52
- 0001732081
- Brook, A. G.; Pascoe, J. D. J. Am. Chem. Soc. 1971, 93, 6224.
- (1971) J. Am. Chem. Soc , vol.93 , pp. 6224
- Brook, A.G.¹ Pascoe, J.D.²

53
- 0000883740
- (a) Wright, A.; West, R. J. Am. Chem. Soc. 1974, 96, 3214.
- (1974) J. Am. Chem. Soc , vol.96 , pp. 3214
- Wright, A.¹ West, R.²

54
- 0001093255
- (b) Wright, A.; West, R. J. Am. Chem. Soc. 1974, 96, 3227.
- (1974) J. Am. Chem. Soc , vol.96 , pp. 3227
- Wright, A.¹ West, R.²

55
- 0000584326
- (c) Linderman, R. J.; Ghannam, A. J. Am. Chem. Soc. 1990, 112, 2392.
- (1990) J. Am. Chem. Soc , vol.112 , pp. 2392
- Linderman, R.J.¹ Ghannam, A.²

56
- 0030816226
- Concerning the stereochemistry of the benzylic position within [1,4]-reverse-Brook rearrangements: Bousbaa, J.; Ooms, F.; Krief, A. Tetrahedron Lett. 1997, 38, 7625.
- Concerning the stereochemistry of the benzylic position within [1,4]-reverse-Brook rearrangements: Bousbaa, J.; Ooms, F.; Krief, A. Tetrahedron Lett. 1997, 38, 7625.

57
- 0033543525
- (a) Komine, N.; Wang, L.-F.; Tomooka, K.; Nakai, T. Tetrahedron Lett. 1999, 40, 6809.
- (1999) Tetrahedron Lett , vol.40 , pp. 6809
- Komine, N.¹ Wang, L.-F.² Tomooka, K.³ Nakai, T.⁴

58
- 0033543757
- (b) Tomooka, K.; Wang, L.-F.; Komine, N.; Nakai, T. Tetrahedron Lett. 1999, 40, 6813.
- (1999) Tetrahedron Lett , vol.40 , pp. 6813
- Tomooka, K.¹ Wang, L.-F.² Komine, N.³ Nakai, T.⁴

59
- 0034609182
- (c) Tomooka, K.; Wang, L.-F.; Okazaki, F.; Nakai, T. Tetrahedron Lett. 2000, 41, 6121.
- (2000) Tetrahedron Lett , vol.41 , pp. 6121
- Tomooka, K.¹ Wang, L.-F.² Okazaki, F.³ Nakai, T.⁴

60
- 33749828310
- Chiral bis(oxazoline) ligands have been used in a variety of asymmetric reactions in order to introduce chiral information, for a recent review see: Desimoni, G.; Faita, G.; Jørgensen, K. A. Chem. Rev. 2006, 106, 3561.
- Chiral bis(oxazoline) ligands have been used in a variety of asymmetric reactions in order to introduce chiral information, for a recent review see: Desimoni, G.; Faita, G.; Jørgensen, K. A. Chem. Rev. 2006, 106, 3561.

61
- 0029156882
- Bis(oxazoline) 9d was prepared according to: Denmark, S. E.; Nakajima, N.; Nicaise, O. J.-C.; Faucher, A.-M.; Edwards, J. P. J. Org. Chem. 1995, 60, 4884.
- Bis(oxazoline) 9d was prepared according to: Denmark, S. E.; Nakajima, N.; Nicaise, O. J.-C.; Faucher, A.-M.; Edwards, J. P. J. Org. Chem. 1995, 60, 4884.

62
- 84984247528
- (a) Hoppe, D.; Brönneke, A. Synthesis 1982, 1045.
- (1982) Synthesis , pp. 1045
- Hoppe, D.¹ Brönneke, A.²

63
- 0026732229
- (b) Hintze, F.; Hoppe, D. Synthesis 1992, 1216.
- (1992) Synthesis , pp. 1216
- Hintze, F.¹ Hoppe, D.²

64
- 84985502354
- (a) Hoffmann, R. W.; Lanz, J.; Metternich, R.; Tarara, G.; Hoppe, D. Angew. Chem., Int. Ed. Engl. 1987, 26, 1145;
- (1987) Angew. Chem., Int. Ed. Engl , vol.26 , pp. 1145
- Hoffmann, R.W.¹ Lanz, J.² Metternich, R.³ Tarara, G.⁴ Hoppe, D.⁵

65
- 0345469752
- Angew. Chem., 1987, 99, 1196.
- (1987) Angew. Chem , vol.99 , pp. 1196

66
- 84986642233
- (b) Hoffmann, R. W.; Rühl, T.; Harbach, J. Liebigs Ann. Chem. 1992, 725.
- (1992) Liebigs Ann. Chem , pp. 725
- Hoffmann, R.W.¹ Rühl, T.² Harbach, J.³

67
- 48549104017
- (a) Lange, H.; Huenerbein, R.; Fröhlich, R.; Grimme, S.; Hoppe, D. Chem. Asian J. 2008, 3, 78.
- (2008) Chem. Asian J , vol.3 , pp. 78
- Lange, H.¹ Huenerbein, R.² Fröhlich, R.³ Grimme, S.⁴ Hoppe, D.⁵

68
- 48549107516
- (b) Lange, H.; Huenerbein, R.; Fröhlich, R.; Grimme, S.; Hoppe, D. Chem. Asian J. 2008, 3, 500.
- (2008) Chem. Asian J , vol.3 , pp. 500
- Lange, H.¹ Huenerbein, R.² Fröhlich, R.³ Grimme, S.⁴ Hoppe, D.⁵

69
- 53249095084
- Within a dynamic thermodynamic resolution: ΔΔG = RT·ln(e.r.), ΔΔE ≈ ΔΔH(0 K) ≈ ΔΔG = ΔΔH - TΔΔ S.
- Within a dynamic thermodynamic resolution: ΔΔG = RT·ln(e.r.), ΔΔE ≈ ΔΔH(0 K) ≈ ΔΔG = ΔΔH - TΔΔ S.

70
- 4043164887
- B97-D: (a) Grimme, S. J. Comput. Chem. 2004, 25, 1463
- B97-D: (a) Grimme, S. J. Comput. Chem. 2004, 25, 1463.

71
- 33750559983
- (b) Grimme, S. J. Comput. Chem. 2006, 27, 1787.
- (2006) J. Comput. Chem , vol.27 , pp. 1787
- Grimme, S.¹

72
- 0039209924
- TZVPP-basis and TZVP-basis: (c) Schäfer, A.; Huber, C.; Ahlrichs, R. J. Chem. Phys. 1994, 100, 5829.
- TZVPP-basis and TZVP-basis: (c) Schäfer, A.; Huber, C.; Ahlrichs, R. J. Chem. Phys. 1994, 100, 5829.

73
- 0038617502
- SCS-MP2: (d) Grimme, S. J. Chem. Phys. 2003, 118, 9095.
- SCS-MP2: (d) Grimme, S. J. Chem. Phys. 2003, 118, 9095.

74
- 23844543306
- (a) Clemente, F. R.; Houk, K. N. J. Am. Chem. Soc. 2005, 127, 11294.
- (2005) J. Am. Chem. Soc , vol.127 , pp. 11294
- Clemente, F.R.¹ Houk, K.N.²

75
- 33645420228
- (b) Gordillo, R.; Houk, K. N. J. Am. Chem. Soc. 2006, 128, 3543.
- (2006) J. Am. Chem. Soc , vol.128 , pp. 3543
- Gordillo, R.¹ Houk, K.N.²

76
- 54849416221
- For a first extension of the methodology employing primary S-benzyl thiocarbamates, see: Lange, H.; Bergander, R.; Fröhlich, R.; Kehr, S.; Nakamura, S.; Shibata, N.; Toru, T.; Hoppe, D. Chem. Asian J. 2008, 3, 88.
- For a first extension of the methodology employing primary S-benzyl thiocarbamates, see: Lange, H.; Bergander, R.; Fröhlich, R.; Kehr, S.; Nakamura, S.; Shibata, N.; Toru, T.; Hoppe, D. Chem. Asian J. 2008, 3, 88.

77
- 0034933720
- Yanagisawa, A.; Nakashima, H.; Nakatsuka, Y.; Ishiba, A.; Yamamoto, H. Bull. Chem. Soc. Jpn. 2001, 74, 1129.
- (2001) Bull. Chem. Soc. Jpn , vol.74 , pp. 1129
- Yanagisawa, A.¹ Nakashima, H.² Nakatsuka, Y.³ Ishiba, A.⁴ Yamamoto, H.⁵

78
- 53249091516
- For examples for the addition of carboxylic acid chlorides to mesomerically stabilized α-lithiated carbamates under inversion of configuration, see: (a) Ref. 3c and 3d
- For examples for the addition of carboxylic acid chlorides to mesomerically stabilized α-lithiated carbamates under inversion of configuration, see: (a) Ref. 3c and 3d.

79
- 0025309871
- (b) Zschage, O.; Schwark, J.-R.; Hoppe, D. Angew. Chem., Int. Ed. Engl. 1990, 29, 296;
- (1990) Angew. Chem., Int. Ed. Engl , vol.29 , pp. 296
- Zschage, O.¹ Schwark, J.-R.² Hoppe, D.³

80
- 0001144369
- Angew. Chem. 1990, 102, 336.
- (1990) Angew. Chem , vol.102 , pp. 336

81
- 0026754759
- (c) Zschage, O.; Schwark, J.-R.; Krämer, T.; Hoppe, D. Tetrahedron 1992, 48, 8377.
- (1992) Tetrahedron , vol.48 , pp. 8377
- Zschage, O.¹ Schwark, J.-R.² Krämer, T.³ Hoppe, D.⁴

82
- 4544265506
- (d) Seppi, M.; Kalkofen, R.; Reupohl, J.; Fröhlich, R.; Hoppe, D. Angew. Chem. Int. Ed. 2004, 43, 1423;
- (2004) Angew. Chem. Int. Ed , vol.43 , pp. 1423
- Seppi, M.¹ Kalkofen, R.² Reupohl, J.³ Fröhlich, R.⁴ Hoppe, D.⁵

83
- 33746630674
- Angew. Chem. 2004, 116, 1447.
- (2004) Angew. Chem , vol.116 , pp. 1447

84
- 53249146716
- X-ray crystal structure analysis for (R)-20f: formula C21H24BrNO3, M, 418.32, colorless crystals 0.30 x 0.30 x 0.15 mm, a, 5.774(1, b, 17.816(1, c, 19.291(1) Å, V, 1984.5(4) Å3, ρcalcd, 1.400 g cm-3, μ, 29.81 cm-1, empirical absorption correction (0.468 ≤ T ≤ 0.663, Z, 4, orthorhombic, space group P212121 (No. 19, λ, 1.54178 Å, T, 223 K, ω and φ scans, 9441 reflections collected (±h, ±k, ±l, sinθ)/λ, 0.60 Å-1, 3384 independent (Rint, 0.034) and 3338 observed reflections [I ≤ 2 σ(I, 239 refined parameters, R, 0.028, R w2, 0.074, Flack parameter -0.02115, max. residual electron density
- -3, hydrogen atoms calculated and refined as riding atoms, CCDC 684786.

85
- 53249126907
- 20 +107.2 (c 0.92, MeOH)}. Compare: (a) ref. 1a.
- 20 +107.2 (c 0.92, MeOH)}. Compare: (a) ref. 1a.

86
- 53249134063
- Diploma Thesis; University of Kiel: Germany
- (b) Retzow, S. Diploma Thesis; University of Kiel: Germany, 1990.
- (1990)
- Retzow, S.¹

87
- 0011624478
- Yang, W. K.; Cho, B. T. Tetrahedron: Asymmetry 2000, 11, 2947.
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 2947
- Yang, W.K.¹ Cho, B.T.²

88
- 2042524507
- Corey, E. J.; Schmidt, G. Tetrahedron Lett. 1979, 20, 399.
- (1979) Tetrahedron Lett , vol.20 , pp. 399
- Corey, E.J.¹ Schmidt, G.²

89
- 53249132208
- C-configured epimers.
- C-configured epimers.

90
- 53249148674
- X-ray crystal structure analysis for (S,S)-29: formula C21H29NO2Si, M, 355.54, colorless crystals 0.25 x 0.06 x 0.05 mm, a, 22.666(1, b, 7.897(1, c, 12.669(1) Å, β, 108.45(1)°, V, 2151.1(3) Å3, ρcalcd, 1.0981 g cm-3, μ, 10.52 cm-1, empirical absorption correction (0.779 ≤ T ≤ 0.949, Z, 4, monoclinic, space group C2 (No. 5, λ, 1.54178 Å, T, 223 K, ω and σ scans, 5904 reflections collected (±h, ±k, ±l, sinθ)/λ, 0.59 Å-1, 2448 independent (Rint, 0.048) and 1962 observed reflections [I ≤ 2 σ(I, 254 refined parameters, R, 0.052, R w2, 0.122, Flack parameter 0.02 6, max. residual electron density 0.17, 0.23
- -3, hydrogen atoms calculated and refined as riding atoms, CCDC 684785.

91
- 0000159759
- and references cited therein
- Tomooka, K.; Shimizu, H.; Nakai, T. J. Organomet. Chem. 2001, 624, 364; and references cited therein.
- (2001) J. Organomet. Chem , vol.624 , pp. 364
- Tomooka, K.¹ Shimizu, H.² Nakai, T.³

92
- 53249153859
- TURBOMOLE V5.9: (a) Ahlrichs, R. et al.; University of Karlsruhe: Germany, 2006, see: http://www.turbomole.com.
- TURBOMOLE V5.9: (a) Ahlrichs, R. et al.; University of Karlsruhe: Germany, 2006, see: http://www.turbomole.com.

93
- 4243402296
- 'grid m4': (b) Treutler, O.; Ahlrichs, R. J. Chem. Phys. 1995, 102, 346.
- 'grid m4': (b) Treutler, O.; Ahlrichs, R. J. Chem. Phys. 1995, 102, 346.

94
- 3743098842
- RI-approximation: (c) Eichkorn, K.; Treutler, O.; Öhm, H.; Häser, M.; Ahlrichs, R. Chem. Phys. Lett. 1995, 242, 652.
- RI-approximation: (c) Eichkorn, K.; Treutler, O.; Öhm, H.; Häser, M.; Ahlrichs, R. Chem. Phys. Lett. 1995, 242, 652.

95
- 0031285825
- (d) Eichkorn, K.; Weigend, F.; Treutler, O.; Ahlrichs, R. Theor. Chem. Acc. 1997, 97, 119.
- (1997) Theor. Chem. Acc , vol.97 , pp. 119
- Eichkorn, K.¹ Weigend, F.² Treutler, O.³ Ahlrichs, R.⁴

96
- 0038617492
- RI-MP2: (e) Sierka, M, Hogekamp, A, Ahlrichs, R. J. Chem. Phys. 2003, 118, 9136
- RI-MP2: (e) Sierka, M.; Hogekamp, A.; Ahlrichs, R. J. Chem. Phys. 2003, 118, 9136.

97
- 0031285839
- (f) Weigend, F.; Häser, M. Theor. Chem. Acc. 1997, 97, 331.
- (1997) Theor. Chem. Acc , vol.97 , pp. 331
- Weigend, F.¹ Häser, M.²

98
- 0040759177
- (g) Weigend, F.; Häser, M.; Patzelt, H.; Ahlrichs, R. Chem. Phys. Lett. 1998, 294, 143.
- (1998) Chem. Phys. Lett , vol.294 , pp. 143
- Weigend, F.¹ Häser, M.² Patzelt, H.³ Ahlrichs, R.⁴

99
- 53249120611
- Tables containing the atom coordinates of the different complexes can be obtained from the author upon request
- Tables containing the atom coordinates of the different complexes can be obtained from the author upon request.

100
- 48549101613
- Lange, H.; Fröhlich, R.; Hoppe, D. Tetrahedron 2008, 64, 9123.
- (2008) Tetrahedron , vol.64 , pp. 9123
- Lange, H.¹ Fröhlich, R.² Hoppe, D.³

101
- 33847799858
- Kofron, W. G.; Baclawski, L. M. J. Org. Chem. 1976, 41, 1879.
- (1976) J. Org. Chem , vol.41 , pp. 1879
- Kofron, W.G.¹ Baclawski, L.M.²

102
- 0000831883
- John Wiley & Sons: London
- de Boer, T. J.; Backer, H. J. Org. Synth. Coll. Vol. IV; John Wiley & Sons: London, 1963, 250.
- (1963) Org. Synth. Coll , vol.4 , pp. 250
- de Boer, T.J.¹ Backer, H.J.²

103
- 84977289324
- (a) Blessing, R. H. Acta Crystallogr., Sect. A 1995, 51, 33.
- (1995) Acta Crystallogr., Sect. A , vol.51 , pp. 33
- Blessing, R.H.¹

104
- 0642270732
- (b) Blessing, R. H. J. Appl. Cryst. 1997, 30, 421.
- (1997) J. Appl. Cryst , vol.30 , pp. 421
- Blessing, R.H.¹

105
- 0038414570
- Otwinowski, Z.; Borek, D.; Majewski, W.; Minor, W. Acta Crystallogr., Sect. A 2003, 59, 228.
- (2003) Acta Crystallogr., Sect. A , vol.59 , pp. 228
- Otwinowski, Z.¹ Borek, D.² Majewski, W.³ Minor, W.⁴

106
- 84943920736
- Sheldrick, G. M. Acta Crystallogr., Sect. A 1990, 46, 467.
- (1990) Acta Crystallogr., Sect. A , vol.46 , pp. 467
- Sheldrick, G.M.¹

107
- 37549039510
- SHELXL-97: Sheldrick, G. M. Acta Crystallogr., Sect. A 2008, 64, 112.
- SHELXL-97: Sheldrick, G. M. Acta Crystallogr., Sect. A 2008, 64, 112.

108
- 53249134064
- SCHAKAL:, University of Freiburg, Germany
- SCHAKAL: Keller, E. University of Freiburg, Germany, 1997
- (1997) Keller, E

109
- 84861380953
- These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via http://www.ccdc.cam.ac.uk/datarequest/cif.
- These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via

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