Application

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).
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