-
2
-
-
15044357098
-
-
For reviews on the synthesis and applications of chiral nonracemic 2,2′-bipyridines and 1,10-phenanthrolines, see:
-
M. P. A. Lyle N. D. Draper P. D. Wilson Org. Lett. 2005 7 901
-
(2005)
Org. Lett.
, vol.7
, pp. 901
-
-
Lyle, M.P.A.1
Draper, N.D.2
Wilson, P.D.3
-
5
-
-
0141955242
-
-
For discussions on the coordination chemistry of 2,2′-bipyridines and 1,10-phenanthrolines, see:
-
A. V. Malkov P. Koovský Curr. Org. Chem. 2003 7 1737
-
(2003)
Curr. Org. Chem.
, vol.7
, pp. 1737
-
-
Malkov, A.V.1
Koovský, P.2
-
6
-
-
0003625968
-
-
G. Wilkinson, R. D. Gillard and J. A. McCleverty, Pergamon Press, Oxford, pp. 73-98
-
J. Reedijk, in Comprehensive Coordination Chemistry, ed., G. Wilkinson, R. D. Gillard, and, J. A. McCleverty, Pergamon Press, Oxford, 1987, vol. 2, pp. 73-98
-
(1987)
Comprehensive Coordination Chemistry, Ed.
-
-
Reedijk In, J.1
-
12
-
-
0037205912
-
-
A related pyridine bisdiphenyloxazoline type ligand, although highly enantioselective (up to 86% ee), has required reaction times of up to seventy five days. This also resulted in relatively low yields of the desired reaction products in some instances, see:
-
M. B. Andrus Z. Zhou J. Am. Chem. Soc. 2002 124 8806
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 8806
-
-
Andrus, M.B.1
Zhou, Z.2
-
13
-
-
0001423510
-
-
A pinene-derived bipyridyl ligand has been shown to be particularly effective for copper(i)-catalyzed asymmetric allylic oxidation reactions (reaction times of ca. 30 min and up to 75% ee), see:
-
G. Sekar A. DattaGupta V. K. Singh J. Org. Chem. 1998 63 2961
-
(1998)
J. Org. Chem.
, vol.63
, pp. 2961
-
-
Sekar, G.1
Dattagupta, A.2
Singh, V.K.3
-
15
-
-
0037603215
-
-
In addition to bisoxazolines, chiral nonracemic bicyclic proline derivatives, tridentate trisoxazolines ligands and a pinene-derived 1,10-phenanthroline ligand have also been found to perform well in copper(i)-catalyzed asymmetric allylic oxidation reactions, see:
-
A. V. Malkov D. Pernazza M. Bell M. Bella A. Massa F. Teplý P. Meghani P. Koovský J. Org. Chem. 2003 68 4727
-
(2003)
J. Org. Chem.
, vol.68
, pp. 4727
-
-
Malkov, A.V.1
Pernazza, D.2
Bell, M.3
Bella, M.4
Massa, A.5
Teplý, F.6
Meghani, P.7
Koovský, P.8
-
19
-
-
0025333283
-
-
4 See: R. Hayes T. W. Wallace Tetrahedron Lett. 1990 31 3355, This preparation of the former compound by catalytic means represents a marked improvement over previous routes which required multiple steps from carbohydrate-based starting materials
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 3355
-
-
Hayes, R.1
Wallace, T.W.2
-
20
-
-
33645688751
-
-
Note
-
For discussion and experimental procedures regarding the use of phenylhydrazine in the generation of copper(i) complexes from copper(ii) species, see: ref. ref. 10 and citations therein.
-
-
-
-
21
-
-
33645655645
-
-
Note
-
MINOR = 23.5 min]
-
-
-
-
22
-
-
33645669502
-
-
Note
-
A related mechanistic interpretation has been reported by Andrus and Zhou (ref. 9)
-
-
-
|