No.115
Chiral Bis(oxazoline) Ligands
| B2218 | (S,S)-2,6-Bis(4-isopropyl- 2-oxazolin-2-yl)pyridine (1a) |
500mg |
| B2217 | (R,R)-2,6-Bis(4-isopropyl- 2-oxazolin-2-yl)pyridine (1b) |
1g 250mg |
| B2220 | (S,S)-2,6-Bis(4-phenyl-2-oxazolin- 2-yl)pyridine (2a) |
250mg |
| B2219 | (R,R)-2,6-Bis(4-phenyl-2-oxazolin- 2-yl)pyridine (2b) |
1g 250mg |
| I0582 | (S,S)-2,2'-Isopropylidene- bis(4-phenyl-2-oxazoline) (3a) |
1g 250mg |
| D2823 | (R,R)-2,2'-Isopropylidene- bis(4-phenyl-2-oxazoline) (3b) |
1g 250mg |
| I0567 | (S,S)-(-)-2,2'-Isopropylidene- bis(4-tert-butyl-2-oxazoline) (4) |
1g 100mg |




References
1) Enantioselective hydrosilylation of ketones
H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo, K. Itoh,
Organometallics, 8, 846 (1989); H. Nishiyama, M. Kondo, T. Nakamura,
K. Itoh, Organometallics, 10, 500 (1991).
2) Asymmetric ring opening of meso epoxides
S. E. Schaus, E. N. Jacobsen, Org. Lett., 2, 1001 (2000).
3) Enantioselective aziridination of olefins
D. A. Evans, M. M. Faul, M. T. Bilodeau, B. A. Anderson, D. M. Barnes,
J. Am. Chem. Soc., 115, 5328 (1993).
4) Asymmetric syntheses with chiral bis(oxazoline) ligands
a) Enantioselective Mukaiyama-Michael reactions
A. Bernardi, G. Colombo, C. Scolastico, Tetrahedron Lett., 37, 8921 (1996).
b) Enantioselective aldol additions
D. A. Evans, J. A. Murry, M. C. Kozlowski, J. Am. Chem. Soc., 118, 5814
(1996); D. A. Evans, M. C. Kozlowski, J. A. Murry, C. S. Burgey, K. R. Campos, B. T. Connell, R. J. Staples, J. Am. Chem. Soc., 121, 669 (1999).
c) Asymmetric glyoxylate-ene reaction
C. Qian, L. Wang, Tetrahedron: Asymmetry, 11, 2347 (2000).
d) Asymmetric cyclopropanation of olefins and diazoacetates
H. Nishiyama, Y. Itoh, Y. Sugawara, H. Matsumoto, K. Aoki, K. Itoh,
Bull. Chem. Soc. Jpn., 68, 1247 (1995).
e) Asymmetric cyanohydrin synthesis
H. C. Aspinall, N. Greeves, P. M. Smith, Tetrahedron Lett., 40, 1763 (1999); H. C. Aspinall, J. L.M. Dwyer, N. Greeves, P. M. Smith, J. Alloys Comp., 303-304, 173 (2000).
f) Asymmetric hetero-Diels-Alder reactions
J. Thorhauge, M. Johannsen, K. A. Jorgensen, Angew. Chem. Int. Ed., 37, 2404 (1998); S. Yao, M. Johannsen, H. Audrain, R. G. Hazell. K. A. Jorgensen, J. Am. Chem. Soc., 120, 8599 (1998).
H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo, K. Itoh,
Organometallics, 8, 846 (1989); H. Nishiyama, M. Kondo, T. Nakamura,
K. Itoh, Organometallics, 10, 500 (1991).
2) Asymmetric ring opening of meso epoxides
S. E. Schaus, E. N. Jacobsen, Org. Lett., 2, 1001 (2000).
3) Enantioselective aziridination of olefins
D. A. Evans, M. M. Faul, M. T. Bilodeau, B. A. Anderson, D. M. Barnes,
J. Am. Chem. Soc., 115, 5328 (1993).
4) Asymmetric syntheses with chiral bis(oxazoline) ligands
a) Enantioselective Mukaiyama-Michael reactions
A. Bernardi, G. Colombo, C. Scolastico, Tetrahedron Lett., 37, 8921 (1996).
b) Enantioselective aldol additions
D. A. Evans, J. A. Murry, M. C. Kozlowski, J. Am. Chem. Soc., 118, 5814
(1996); D. A. Evans, M. C. Kozlowski, J. A. Murry, C. S. Burgey, K. R. Campos, B. T. Connell, R. J. Staples, J. Am. Chem. Soc., 121, 669 (1999).
c) Asymmetric glyoxylate-ene reaction
C. Qian, L. Wang, Tetrahedron: Asymmetry, 11, 2347 (2000).
d) Asymmetric cyclopropanation of olefins and diazoacetates
H. Nishiyama, Y. Itoh, Y. Sugawara, H. Matsumoto, K. Aoki, K. Itoh,
Bull. Chem. Soc. Jpn., 68, 1247 (1995).
e) Asymmetric cyanohydrin synthesis
H. C. Aspinall, N. Greeves, P. M. Smith, Tetrahedron Lett., 40, 1763 (1999); H. C. Aspinall, J. L.M. Dwyer, N. Greeves, P. M. Smith, J. Alloys Comp., 303-304, 173 (2000).
f) Asymmetric hetero-Diels-Alder reactions
J. Thorhauge, M. Johannsen, K. A. Jorgensen, Angew. Chem. Int. Ed., 37, 2404 (1998); S. Yao, M. Johannsen, H. Audrain, R. G. Hazell. K. A. Jorgensen, J. Am. Chem. Soc., 120, 8599 (1998).
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