-
1
-
-
18844423506
-
-
(Eds.:, Z. Rappoport, I. Marek), Wiley, Chichester
-
D. Hoppe, The Chemistry of Organolithium Compounds, vol. 1 (Eds.:, Z. Rappoport, I. Marek), Wiley, Chichester, 2004, pp. 1055-1164.
-
(2004)
The Chemistry of Organolithium Compounds
, vol.1
, pp. 1055-1164
-
-
Hoppe, D.1
-
2
-
-
0142174551
-
-
(Ed.:, D. M. Hodgson), Springer, New York
-
D. Hoppe, F. Marr, M. Brüggemann, Organolithiums in Enantioselective Synthesis (Ed.:, D. M. Hodgson), Springer, New York, 2003, pp. 61-137.
-
(2003)
Organolithiums in Enantioselective Synthesis
, pp. 61-137
-
-
Hoppe, D.1
Marr, F.2
Brüggemann, M.3
-
3
-
-
0142174551
-
-
(Ed.:, D. M. Hodgson), Springer, New York
-
D. M. Hodgson, K. Tomooka, E. Gras, Organolithiums in Enantioselective Synthesis (Ed.:, D. M. Hodgson), Springer, New York, 2003, pp. 217-250.
-
(2003)
Organolithiums in Enantioselective Synthesis
, pp. 217-250
-
-
Hodgson, D.M.1
Tomooka, K.2
Gras, E.3
Hodgson, D.M.4
-
7
-
-
0347693368
-
-
American Chemical Society, Washington DC
-
E. Buncel, J. M. Dust, Carbanion Chemistry: Structures and Mechanisms, American Chemical Society, Washington DC, 2003, pp. 119-162.
-
(2003)
Carbanion Chemistry: Structures and Mechanisms
, pp. 119-162
-
-
Buncel, E.1
Dust, J.M.2
-
8
-
-
78649558992
-
-
(Eds.:, Wiley, New York, chapter 5
-
R. W. Hoffmann, Stereochemical Aspects of Organolithium Compounds, Topics in Stereochemistry (Eds.:, R. E. Gawley, J. Siegel), Wiley, New York, 2010, vol. 26, chapter 5.
-
(2010)
Stereochemical Aspects of Organolithium Compounds, Topics in Stereochemistry
-
-
Hoffmann, R.W.1
Gawley, R.E.2
Siegel, J.3
-
9
-
-
78649594546
-
-
For reviews on [2,3]-Wittig rearrangements, see
-
For reviews on [2,3]-Wittig rearrangements, see
-
-
-
-
11
-
-
0000535071
-
-
(Eds.:, Pergamon, Oxford
-
J. A. Marshall, Comprehensive Organic Synthesis (Eds.:, B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, vol. 3, pp. 975-1014.
-
(1991)
Comprehensive Organic Synthesis
, vol.3
, pp. 975-1014
-
-
Marshall, J.A.1
Trost, B.M.2
Fleming, I.3
-
14
-
-
33645791244
-
-
(Eds.:, Wiley, Chichester
-
K. Tomooka, The Chemistry of Organolithium Compounds, vol. 1 (Eds.:, Z. Rappoport, I. Marek), Wiley, Chichester, 2004, pp. 749-828.
-
(2004)
The Chemistry of Organolithium Compounds
, vol.1
, pp. 749-828
-
-
Tomooka, K.1
Rappoport, Z.2
Marek, I.3
-
15
-
-
65349151262
-
-
M. Sasaki, H. Ikemoto, M. Kawahata, K. Yamaguchi, K. Takeda, Chem. Eur. J. 2009, 15, 4663-4666.
-
(2009)
Chem. Eur. J.
, vol.15
, pp. 4663-4666
-
-
Sasaki, M.1
Ikemoto, H.2
Kawahata, M.3
Yamaguchi, K.4
Takeda, K.5
-
17
-
-
0030071356
-
-
S. Wu, S. Lee, P. Beak, J. Am. Chem. Soc. 1996, 118, 715-721.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 715-721
-
-
Wu, S.1
Lee, S.2
Beak, P.3
-
21
-
-
84985502354
-
-
R. W. Hoffmann, J. Lanz, R. Metternich, G. Tarara, D. Hoppe, Angew. Chem. Int. Ed. Engl. 1987, 26, 1145-1146.
-
(1987)
Angew. Chem. Int. Ed. Engl.
, vol.26
, pp. 1145-1146
-
-
Hoffmann, R.W.1
Lanz, J.2
Metternich, R.3
Tarara, G.4
Hoppe, D.5
-
24
-
-
0028287645
-
-
R. W. Hoffmann, M. Julius, F. Chemla, T. Ruhland, G. Frenzen, Tetrahedron 1994, 50, 6049-6060.
-
(1994)
Tetrahedron
, vol.50
, pp. 6049-6060
-
-
Hoffmann, R.W.1
Julius, M.2
Chemla, F.3
Ruhland, T.4
Frenzen, G.5
-
25
-
-
0029798146
-
-
A. Basu, D. Gallagher, P. Beak, J. Org. Chem. 1996, 61, 5718-5719.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5718-5719
-
-
Basu, A.1
Gallagher, D.2
Beak, P.3
-
26
-
-
0000679903
-
-
P. Beak, A. Basu, D. J. Gallagher, Y. S. Park, S. Thayumanavan, Acc. Chem. Res. 1996, 29, 552-560.
-
(1996)
Acc. Chem. Res.
, vol.29
, pp. 552-560
-
-
Beak, P.1
Basu, A.2
Gallagher, D.J.3
Park, Y.S.4
Thayumanavan, S.5
-
27
-
-
78649533031
-
-
[1h]
-
[1h]
-
-
-
-
32
-
-
0028298610
-
-
K. Tomooka, T. Igarashi, T. Nakai, Tetrahedron 1994, 50, 5927-5932.
-
(1994)
Tetrahedron
, vol.50
, pp. 5927-5932
-
-
Tomooka, K.1
Igarashi, T.2
Nakai, T.3
-
33
-
-
0027390745
-
-
R. Hoffmann, T. Rückert, R. Brückner, Tetrahedron Lett. 1993, 34, 297-300.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 297-300
-
-
Hoffmann, R.1
Rückert, T.2
Brückner, R.3
-
34
-
-
0002206682
-
-
H. Schäfer, U. Schöllkopf, D. Walter, Tetrahedron Lett. 1968, 9, 2809-2814.
-
(1968)
Tetrahedron Lett.
, vol.9
, pp. 2809-2814
-
-
Schäfer, H.1
Schöllkopf, U.2
Walter, D.3
-
36
-
-
0000320922
-
-
U. Azzena, T. Denurra, G. Melloni, A. M. Piroddi, J. Org. Chem. 1990, 55, 5532-5535.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 5532-5535
-
-
Azzena, U.1
Denurra, T.2
Melloni, G.3
Piroddi, A.M.4
-
37
-
-
0030567340
-
-
K. Tomooka, H. Yamamoto, T. Nakai, J. Am. Chem. Soc. 1996, 118, 3317-3318.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 3317-3318
-
-
Tomooka, K.1
Yamamoto, H.2
Nakai, T.3
-
39
-
-
33845278999
-
-
2]allyl alcohol, see
-
2]allyl alcohol, see:, M. Solomon, W. Hoekstra, G. Zima, D. Liotta, J. Org. Chem. 1988, 53, 5058-5062.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 5058-5062
-
-
Solomon, M.1
Hoekstra, W.2
Zima, G.3
Liotta, D.4
-
40
-
-
78649616967
-
-
To secure complete deprotonation at lower temperatures, tBuLi was used
-
To secure complete deprotonation at lower temperatures, tBuLi was used.
-
-
-
-
41
-
-
34250883890
-
-
D. B. Collum, A. J. McNeil, A. Ramirez, Angew. Chem. Int. Ed. 2007, 46, 3002-3017.
-
(2007)
Angew. Chem. Int. Ed.
, vol.46
, pp. 3002-3017
-
-
Collum, D.B.1
McNeil, A.J.2
Ramirez, A.3
-
43
-
-
78649607410
-
-
Use of nBuLi as a base resulted in the formation of a butyl ketone derivative as a byproduct in the case of (S)- 6e and (S)- 6f
-
Use of nBuLi as a base resulted in the formation of a butyl ketone derivative as a byproduct in the case of (S)- 6e and (S)- 6f.
-
-
-
-
44
-
-
78649585065
-
-
[20a]
-
[20a]
-
-
-
-
45
-
-
84985516476
-
-
M. T. Reetz, M. W. Drewes, A. Schmitz, Angew. Chem. Int. Ed. Engl. 1987, 26, 1141-1143.
-
(1987)
Angew. Chem. Int. Ed. Engl.
, vol.26
, pp. 1141-1143
-
-
Reetz, M.T.1
Drewes, M.W.2
Schmitz, A.3
-
46
-
-
78649540700
-
-
The m.p. of 1,4-dioxane is 11 °C
-
The m.p. of 1,4-dioxane is 11 °C.
-
-
-
-
47
-
-
78649578295
-
-
Although the origin of the different temperature dependencies of the rates for the organolithium racemization and the reaction with aldehyde is not clear, the same trend is observed in the [2,3]-Wittig rearrangement (Table 3)
-
Although the origin of the different temperature dependencies of the rates for the organolithium racemization and the reaction with aldehyde is not clear, the same trend is observed in the [2,3]-Wittig rearrangement (Table 3).
-
-
-
-
48
-
-
78649571278
-
-
We reported that [2,3]-Wittig rearrangement of the type observed with 4 proceeds with inversion of configuration at the lithium-bearing carbon atom in the same way as reported for the alkyl counterparts, see
-
We reported that [2,3]-Wittig rearrangement of the type observed with 4 proceeds with inversion of configuration at the lithium-bearing carbon atom in the same way as reported for the alkyl counterparts, see
-
-
-
-
49
-
-
30144434126
-
-
For systems other than chiral benzyl anions, see
-
M. Sasaki, M. Higashi, H. Masu, K. Yamaguchi, K. Takeda, Org. Lett. 2005, 7, 5913-5915. For systems other than chiral benzyl anions, see
-
(2005)
Org. Lett.
, vol.7
, pp. 5913-5915
-
-
Sasaki, M.1
Higashi, M.2
Masu, H.3
Yamaguchi, K.4
Takeda, K.5
-
51
-
-
0026686960
-
-
K. Tomooka, T. Igarashi, M. Watanabe, T. Nakai, Tetrahedron Lett. 1992, 33, 5795-5798.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 5795-5798
-
-
Tomooka, K.1
Igarashi, T.2
Watanabe, M.3
Nakai, T.4
-
52
-
-
36649015571
-
-
D. C. Kapeller, L. Brecker, F. Hammerschmidt, Chem. Eur. J. 2007, 13, 9582-9588.
-
(2007)
Chem. Eur. J.
, vol.13
, pp. 9582-9588
-
-
Kapeller, D.C.1
Brecker, L.2
Hammerschmidt, F.3
-
53
-
-
78649589250
-
-
Although the hypothesis is not in accord with the widely accepted mechanism for [2,3]-Wittig rearrangement, there is no report in the literature to the best of our knowledge on the enantioselective [2,3]-Wittig rearrangement by using relatively stable chiral carbanions such as that generated from 4 in nonpolar solvents
-
Although the hypothesis is not in accord with the widely accepted mechanism for [2,3]-Wittig rearrangement, there is no report in the literature to the best of our knowledge on the enantioselective [2,3]-Wittig rearrangement by using relatively stable chiral carbanions such as that generated from 4 in nonpolar solvents.
-
-
-
-
54
-
-
33748945005
-
-
and references cited therein
-
H. J. Reich, W. H. Sikorski, J. L. Thompson, A. W. Sanders, A. C. Jones, Org. Lett. 2006, 8, 4003-4006 and references cited therein.
-
(2006)
Org. Lett.
, vol.8
, pp. 4003-4006
-
-
Reich, H.J.1
Sikorski, W.H.2
Thompson, J.L.3
Sanders, A.W.4
Jones, A.C.5
-
55
-
-
77249160190
-
-
and references cited therein
-
N. Deora, P. R. Carlier, J. Org. Chem. 2010, 75, 1061-1069 and references cited therein.
-
(2010)
J. Org. Chem.
, vol.75
, pp. 1061-1069
-
-
Deora, N.1
Carlier, P.R.2
-
56
-
-
51749083024
-
-
and references cited therein
-
H. Ott, C. Däschlein, D. Leusser, D. Schildbach, T. Seibel, D. Stalke, C. Strohmann, J. Am. Chem. Soc. 2008, 130, 11901-11911 and references cited therein.
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 11901-11911
-
-
Ott, H.1
-
57
-
-
33751553846
-
-
Y.-D. Wu, K. N. Houk, J. A. Marshall, J. Org. Chem. 1990, 55, 1421-1423.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 1421-1423
-
-
Wu, Y.-D.1
Houk, K.N.2
Marshall, J.A.3
-
58
-
-
33846937053
-
-
For participation of dioxane as a bidentate ligand with lithium ions, see
-
For participation of dioxane as a bidentate ligand with lithium ions, see:, L. Pasumansky, C. J. Collins, L. M. Pratt, N. V. Nguỹên, B. Ramachandran, B. Singaram, J. Org. Chem. 2007, 72, 971-976.
-
(2007)
J. Org. Chem.
, vol.72
, pp. 971-976
-
-
Pasumansky, L.1
Collins, C.J.2
Pratt, L.M.3
Nguỹên, N.V.4
Ramachandran, B.5
Singaram, B.6
-
59
-
-
34247154737
-
-
Z. Chai, X.-Y. Liu, J.-K. Zhang, G. Zhao, Tetrahedron: Asymmetry 2007, 18, 724-728.
-
(2007)
Tetrahedron: Asymmetry
, vol.18
, pp. 724-728
-
-
Chai, Z.1
Liu, X.-Y.2
Zhang, J.-K.3
Zhao, G.4
-
60
-
-
64149109487
-
-
M. Verma, A. F. Chaudhry, C. J. Fahrni, Org. Biomol. Chem. 2009, 7, 1536-1536.
-
(2009)
Org. Biomol. Chem.
, vol.7
, pp. 1536-1536
-
-
Verma, M.1
Chaudhry, A.F.2
Fahrni, C.J.3
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