-
2
-
-
0018454939
-
-
Angew. Chem. Int. Ed. Engl. 1979, 18, 239 - 258.
-
D. Seebach, Angew. Chem. 1979, 91, 259; Angew. Chem. Int. Ed. Engl. 1979, 18, 239-258.
-
(1979)
Angew. Chem.
, vol.91
, pp. 259
-
-
Seebach, D.1
-
3
-
-
0346339657
-
-
For a recent review on the Nef reaction, see:, R. Ballini, M. Petrini, Tetrahedron 2004, 60, 1017-1047.
-
(2004)
Tetrahedron
, vol.60
, pp. 1017-1047
-
-
Ballini, R.1
Petrini, M.2
-
4
-
-
0001673687
-
-
for the mechanism of the Nef reaction, see:, N. Kornblum, R. A. Brown, J. Am. Chem. Soc. 1965, 87, 1742-1747.
-
(1965)
J. Am. Chem. Soc.
, vol.87
, pp. 1742-1747
-
-
Kornblum, N.1
Brown, R.A.2
-
5
-
-
0001165505
-
-
Org. React. 1990, 38, 655 -792.
-
It is noteworthy that the Nef reaction as a tool for reactivity inversion initially was considered with acyl synthon umpolung through alkylation of AN followed by the Nef reaction. This consideration reveals AN as equivalents of the acyl anion synthon; see, for example, the review:, H. W. Pinnick, Org. React. 1990, 38, 655-792. To the best of our knowledge, the Nef reaction as a route for umpolung of AN themselves was considered for the first time in the paper:, H. W. Pinnick, Org. React. 1990, 38, 655 -792.
-
(1990)
Org. React.
, vol.38
, pp. 655-792
-
-
Pinnick, H.W.1
Pinnick, H.W.2
-
6
-
-
65249116227
-
-
(Ed.:, H. Feuer), John Wiley & Sons, Inc., Hoboken
-
S. L. Ioffe in Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis (Ed.:, H. Feuer), John Wiley & Sons, Inc., Hoboken, 2007, p. 626.
-
(2007)
Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis
, pp. 626
-
-
Ioffe, S.L.1
-
7
-
-
78650727948
-
-
M. Takamoto, H. Kurouchi, Yu. Otani, T. Ohwada, Synthesis 2009, 4129-4136.
-
(2009)
Synthesis
, pp. 4129-4136
-
-
Takamoto, M.1
Kurouchi, H.2
Otani, Yu.3
Ohwada, T.4
-
8
-
-
0004370801
-
-
[5b,8,9]) were realized in non-basic solvents (such as dichloromethane or trifluoroacetic acid) or without solvent at all, and under these conditions acid catalysis for 1 to 2 tautomerization is plausible. Furthermore, aci-nitro forms may be generated from isolated nitronate salts by the action of acid, as kinetic protonation of anion A takes place at the oxygen atom.
-
(1971)
Can. J. Chem.
, vol.49
, pp. 3493-3501
-
-
Edward, J.T.1
Tremaine, P.H.2
-
9
-
-
6344277038
-
-
For the estimation of the nucleophilicity of anions A see:, T. Bug, T. Lemek, H. Mayr, J. Org. Chem. 2004, 69, 7565-7576.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 7565-7576
-
-
Bug, T.1
Lemek, T.2
Mayr, H.3
-
10
-
-
0001079361
-
-
T. Ohwada, N. Yamagata, K. Shudo, J. Am. Chem. Soc. 1991, 113, 1364-1373.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 1364-1373
-
-
Ohwada, T.1
Yamagata, N.2
Shudo, K.3
-
11
-
-
0006575890
-
-
C. Berrier, R. Brahmi, H. Carreyre, J.-M. Coustard, J.-C. Jacquesy, Tetrahedron Lett. 1989, 30, 5763-5766.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 5763-5766
-
-
Berrier, C.1
Brahmi, R.2
Carreyre, H.3
Coustard, J.-M.4
Jacquesy, J.-C.5
-
12
-
-
0025853159
-
-
J.-M. Coustard, J.-C. Jacquesy, B. Violeau, Tetrahedron Lett. 1991, 32, 3075-3078.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 3075-3078
-
-
Coustard, J.-M.1
Jacquesy, J.-C.2
Violeau, B.3
-
13
-
-
0027064702
-
-
J.-M. Coustard, J.-C. Jacquesy, B. Violeau, Tetrahedron Lett. 1992, 33, 8085-8086.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 8085-8086
-
-
Coustard, J.-M.1
Jacquesy, J.-C.2
Violeau, B.3
-
14
-
-
77958040990
-
-
+}, see, A. V. Aksenov, N. A. Aksenov, O. N. Nadein, I. V. Aksenova, Synlett 2010, 2628-2630.
-
(2010)
Synlett
, pp. 2628-2630
-
-
Aksenov, A.V.1
Aksenov, N.A.2
Nadein, O.N.3
Aksenova, I.V.4
-
15
-
-
84862158371
-
-
in Russian
-
S. L. Ioffe, O. P. Shitov, I. E. Chlenov, A. A. Medvedeva, V. A. Tartakovsky, S. S. Novikov, Russ. Chem. Bull. Div. Chem. Sci. 1967, 2522-2526 (in Russian);
-
(1967)
Russ. Chem. Bull. Div. Chem. Sci.
, pp. 2522-2526
-
-
Ioffe, S.L.1
Shitov, O.P.2
Chlenov, I.E.3
Medvedeva, A.A.4
Tartakovsky, V.A.5
Novikov, S.S.6
-
16
-
-
34250535935
-
-
in English
-
S. L. Ioffe, O. P. Shitov, I. E. Chlenov, A. A. Medvedeva, V. A. Tartakovsky, S. S. Novikov, Russ. Chem. Bull. Div. Chem. Sci. 1967, 2399-2402 (in English)
-
(1967)
Russ. Chem. Bull. Div. Chem. Sci.
, pp. 2399-2402
-
-
Ioffe, S.L.1
Shitov, O.P.2
Chlenov, I.E.3
Medvedeva, A.A.4
Tartakovsky, V.A.5
Novikov, S.S.6
-
18
-
-
27844532794
-
-
E. W. Colvin, A. D. Robertson, D. Seebach, A. K. Beck, J. Chem. Soc., Chem. Commun. 1981, 952-953.
-
(1981)
J. Chem. Soc., Chem. Commun.
, pp. 952-953
-
-
Colvin, E.W.1
Robertson, A.D.2
Seebach, D.3
Beck, A.K.4
-
22
-
-
9344263481
-
-
V. O. Smirnov, S. L. Ioffe, A. A. Tishkov, Yu. A. Khomutova, I. D. Nesterov, M. Yu. Antipin, W. A. Smit, V. A. Tartakovsky, J. Org. Chem. 2004, 69, 8485-8488.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 8485-8488
-
-
Smirnov, V.O.1
Ioffe, S.L.2
Tishkov, A.A.3
Khomutova, Yu.A.4
Nesterov, I.D.5
Antipin, M.Yu.6
Smit, W.A.7
Tartakovsky, V.A.8
-
23
-
-
36649038327
-
-
Yu. A. Khomutova, V. O. Smirnov, H. Mayr, S. L. Ioffe, J. Org. Chem. 2007, 72, 9134-9140.
-
(2007)
J. Org. Chem.
, vol.72
, pp. 9134-9140
-
-
Khomutova, Yu.A.1
Smirnov, V.O.2
Mayr, H.3
Ioffe, S.L.4
-
24
-
-
66849132413
-
-
V. O. Smirnov, A. S. Sidorenkov, Yu. A. Khomutova, S. L. Ioffe, V. A. Tartakovsky, Eur. J. Org. Chem. 2009, 3066-3074.
-
(2009)
Eur. J. Org. Chem.
, pp. 3066-3074
-
-
Smirnov, V.O.1
Sidorenkov, A.S.2
Khomutova, Yu.A.3
Ioffe, S.L.4
Tartakovsky, V.A.5
-
25
-
-
0037241494
-
-
For the general reactivity scale, see:, H. Mayr, B. Kemp, A. R. Ofial, Acc. Chem. Res. 2003, 36, 66-77.
-
(2003)
Acc. Chem. Res.
, vol.36
, pp. 66-77
-
-
Mayr, H.1
Kemp, B.2
Ofial, A.R.3
-
27
-
-
84862182325
-
-
Yu. A. Khomutova, A. A. Mikhaylov, S. L. Ioffe, unpublished data
-
Yu. A. Khomutova, A. A. Mikhaylov, S. L. Ioffe, unpublished data.
-
-
-
-
32
-
-
0035687391
-
-
S. E. Denmark, V. Guagnano, J. Vaugeois, Can. J. Chem. 2001, 79, 1606-1616.
-
(2001)
Can. J. Chem.
, vol.79
, pp. 1606-1616
-
-
Denmark, S.E.1
Guagnano, V.2
Vaugeois, J.3
-
33
-
-
84889582115
-
-
H. E. Gottlieb, V. Kotlyar, A. Nudelman, J. Org. Chem. 1997, 62, 7512-7515.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 7512-7515
-
-
Gottlieb, H.E.1
Kotlyar, V.2
Nudelman, A.3
-
34
-
-
84862207747
-
-
Wiley, New York
-
J. A. Marshall, C. A. Sehon, Organic Syntheses, Wiley, New York, 2004, Collect. Vol. 10, 599.
-
(2004)
Organic Syntheses
, vol.10
, pp. 599
-
-
Marshall, J.A.1
Sehon, C.A.2
-
36
-
-
37049106801
-
-
Y. Kita, J. Segawa, J. Haruta, H. Yasuda, Y. Tamura, J. Chem. Soc. Perkin Trans. 1 1982, 1099-1104.
-
(1982)
J. Chem. Soc. Perkin Trans. 1
, pp. 1099-1104
-
-
Kita, Y.1
Segawa, J.2
Haruta, J.3
Yasuda, H.4
Tamura, Y.5
-
37
-
-
85077890350
-
-
H. Emde, D. Domsch, H. Feger, U. Frick, A. Goetz, H. H. Hergott, K. Hofmann, W. Kober, K. Kraegeloh, T. Oesterle, W. Steppan, W. West, G. Simchen, Synthesis 1982, 1-26.
-
(1982)
Synthesis
, pp. 1-26
-
-
Emde, H.1
Domsch, D.2
Feger, H.3
Frick, U.4
Goetz, A.5
Hergott, H.H.6
Hofmann, K.7
Kober, W.8
Kraegeloh, K.9
Oesterle, T.10
Steppan, W.11
West, W.12
Simchen, G.13
-
38
-
-
33845373936
-
-
C. H. Heathcock, S. K. Davidsen, K. T. Hug, L. A. Flippin, J. Org. Chem. 1986, 51, 3027-3037.
-
(1986)
J. Org. Chem.
, vol.51
, pp. 3027-3037
-
-
Heathcock, C.H.1
Davidsen, S.K.2
Hug, K.T.3
Flippin, L.A.4
|