-
4
-
-
0034059343
-
-
b) G. J. Lees, DRUGS 2000, 59, 33-78.
-
(2000)
DRUGS
, vol.59
, pp. 33-78
-
-
Lees, G.J.1
-
5
-
-
0004189662
-
-
(Ed.: G. A. Olah), Wiley, New York
-
a) P. v. R. Schleyer, in Cage Hydrocarbons (Ed.: G. A. Olah), Wiley, New York, 1990, pp. 1-38;
-
(1990)
Cage Hydrocarbons
, pp. 1-38
-
-
Schleyer, P.V.R.1
-
6
-
-
10744232557
-
-
b) A. Baxter, J. Bent, K. Bowers, M. Braddock, S. Brough, M. Fagura, M. Lawson, T. McInally, M. Mortimore, M. Robertson, R. Weaver, P. Webborn, Bioorg. Med. Chem. Lett. 2003, 13, 4047-4050.
-
(2003)
Bioorg. Med. Chem. Lett.
, vol.13
, pp. 4047-4050
-
-
Baxter, A.1
Bent, J.2
Bowers, K.3
Braddock, M.4
Brough, S.5
Fagura, M.6
Lawson, M.7
McInally, T.8
Mortimore, M.9
Robertson, M.10
Weaver, R.11
Webborn, P.12
-
8
-
-
27344434569
-
-
note
-
-1at B3LYP/ 6-311+G** in favor of 1).
-
-
-
-
9
-
-
0342893639
-
-
For a preliminary report on the preparation and structure of 1 see: C.-H. Lee, S. Liang, T. Haumann, R. Boese, A. de Meijere, Angew. Chem. 1993, 105, 611-613;
-
(1993)
Angew. Chem.
, vol.105
, pp. 611-613
-
-
Lee, C.-H.1
Liang, S.2
Haumann, T.3
Boese, R.4
De Meijere, A.5
-
11
-
-
18744364644
-
-
R. T. Taylor, M. W. Pelter, L. A. Paquette, Org. Synth. 1990, 68, 198-205.
-
(1990)
Org. Synth.
, vol.68
, pp. 198-205
-
-
Taylor, R.T.1
Pelter, M.W.2
Paquette, L.A.3
-
13
-
-
0000653841
-
-
L. A. Paquette, M. J. Wyvratt, H. C. Berk, R. E. Moerck, J. Am. Chem. Soc. 1978, 100, 5845-5855.
-
(1978)
J. Am. Chem. Soc.
, vol.100
, pp. 5845-5855
-
-
Paquette, L.A.1
Wyvratt, M.J.2
Berk, H.C.3
Moerck, R.E.4
-
14
-
-
11644264856
-
-
a) D. H. R. Barton, D. Crich, W. B. Motherwell, Tetrahedron 1985, 41, 3901-3924;
-
(1985)
Tetrahedron
, vol.41
, pp. 3901-3924
-
-
Barton, D.H.R.1
Crich, D.2
Motherwell, W.B.3
-
15
-
-
0000152988
-
-
b) D. H. R. Barton, Y. Hervé, P. Potier, J. Thierry, Tetrahedron 1988, 44, 5479-5486.
-
(1988)
Tetrahedron
, vol.44
, pp. 5479-5486
-
-
Barton, D.H.R.1
Hervé, Y.2
Potier, P.3
Thierry, J.4
-
17
-
-
0043194101
-
-
D. Moran, H. L. Woodcock, Z. Chen, H. F. Schaefer III, P. v. R. Schleyer, J. Am. Chem. Soc. 2003, 125, 11442-11451.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 11442-11451
-
-
Moran, D.1
Woodcock, H.L.2
Chen, Z.3
Schaefer III, H.F.4
Schleyer, P.V.R.5
-
19
-
-
0004067468
-
-
J. C. Gallucci, C. W. Doecke, L. A. Paquette, J. Am. Chem. Soc. 1986, 108, 1343-1344.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 1343-1344
-
-
Gallucci, J.C.1
Doecke, C.W.2
Paquette, L.A.3
-
20
-
-
0038742129
-
-
J. M. Schulman, T. Venanzi, R. L. Disch, J. Am. Chem. Soc. 1975, 97, 5335-5339.
-
(1975)
J. Am. Chem. Soc.
, vol.97
, pp. 5335-5339
-
-
Schulman, J.M.1
Venanzi, T.2
Disch, R.L.3
-
21
-
-
37049135910
-
-
a) T. Clark, T. McO'Knox, H. Mackle, M. A. McKervey, J. Chem. Soc. Chem. Commun. 1975, 666-667;
-
(1975)
J. Chem. Soc. Chem. Commun.
, pp. 666-667
-
-
Clark, T.1
McO'Knox, T.2
Mackle, H.3
McKervey, M.A.4
-
22
-
-
0000247581
-
-
and references therein
-
b) H. D. Beckhaus, C. Rüchardt, D. R. Lagerwall, L. A. Paquette, F. Wahl, H. Prinzbach, J. Am. Chem. Soc. 1994, 116, 11 775- 11 778, and references therein.
-
(1994)
J. Am. Chem. Soc.
, vol.116
-
-
Beckhaus, H.D.1
Rüchardt, C.2
Lagerwall, D.R.3
Paquette, L.A.4
Wahl, F.5
Prinzbach, H.6
-
26
-
-
0001195079
-
-
a) E. M. Engler, J. D. Andose, P. v. R. Schleyer, J. Am. Chem. Soc. 1973, 95, 8005-8025;
-
(1973)
J. Am. Chem. Soc.
, vol.95
, pp. 8005-8025
-
-
Engler, E.M.1
Andose, J.D.2
Schleyer, P.V.R.3
-
27
-
-
70349333287
-
-
b) H. D. Beckhaus, C. Ruchardt, D. R. Lagerwall, L. A. Paquette, F. Wahl, H. Prinzbach. J. Am. Chem. Soc. 1995, 117. 8885;
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 8885
-
-
Beckhaus, H.D.1
Ruchardt, C.2
Lagerwall, D.R.3
Paquette, L.A.4
Wahl, F.5
Prinzbach, H.6
-
30
-
-
0000257514
-
-
Platinum dioxide is known to be the most efficient catalyst for hydrogenolytic ring openings of unactivated cyclopropanes in hydrocarbons: compare S. I. Kozhushkov, R. R. Kostikov, A. P. Molchanov. R. Boese, J. Benet-Buchholz, P. R. Schreiner, C. Rinderspacher, I. Ghiviriga, A. de Meijere, Angew. Chem. 2001, 113, 179-182;
-
(2001)
Angew. Chem.
, vol.113
, pp. 179-182
-
-
Kozhushkov, S.I.1
Kostikov, R.R.2
Molchanov, A.P.3
Boese, R.4
Benet-Buchholz, J.5
Schreiner, P.R.6
Rinderspacher, C.7
Ghiviriga, I.8
De Meijere, A.9
-
31
-
-
0035825188
-
-
and references therein
-
Angew. Chem. Int. Ed. 2001, 40, 180-183, and references therein.
-
(2001)
Angew. Chem. Int. Ed.
, vol.40
, pp. 180-183
-
-
-
32
-
-
27344446847
-
-
note
-
9decane], may undergo rearrangement in contact with platinum(0) prior to hydrogenolytic ring opening, compare ref. [25].
-
-
-
-
34
-
-
27344451406
-
-
and references therein
-
Angew. Chem. Int. Ed. Engl. 1983, 22, 1-12, and references therein.
-
(1983)
Angew. Chem. Int. Ed. Engl.
, vol.22
, pp. 1-12
-
-
-
35
-
-
0000840546
-
-
a) D. Kaufmann, O. Schallner, L.-U. Meyer, H.-H. Fick, A. de Meijere, Chem. Ber. 1983, 116, 1377-1385;
-
(1983)
Chem. Ber.
, vol.116
, pp. 1377-1385
-
-
Kaufmann, D.1
Schallner, O.2
Meyer, L.-U.3
Fick, H.-H.4
De Meijere, A.5
-
38
-
-
0001728304
-
-
I. K. Moiseev, Y. N. Klimochkin, M. N. Zemtsova, P. L. Trakhtenberg. Zhurn. Org. Khim. 1984, 20, 1435-1438.
-
(1984)
Zhurn. Org. Khim.
, vol.20
, pp. 1435-1438
-
-
Moiseev, I.K.1
Klimochkin, Y.N.2
Zemtsova, M.N.3
Trakhtenberg, P.L.4
-
41
-
-
0000112654
-
-
a) T. M. Gund, P. v. R. Schleyer, G. D. Unruh, G. J. Gleicher, J. Org. Chem. 1974, 39, 2995-3003;
-
(1974)
J. Org. Chem.
, vol.39
, pp. 2995-3003
-
-
Gund, T.M.1
Schleyer, P.V.R.2
Unruh, G.D.3
Gleicher, G.J.4
-
42
-
-
27344448130
-
-
in press (DOI: l0.1002/chem.200500031)
-
b) A. A. Fokin, B. A. Tkachenko, P. A. Gunchenko, D. V. Gusev, P. R. Schreiner, Chem. Eur. J. 2005. 11, in press (DOI: l0.1002/chem.200500031).
-
(2005)
Chem. Eur. J.
, vol.11
-
-
Fokin, A.A.1
Tkachenko, B.A.2
Gunchenko, P.A.3
Gusev, D.V.4
Schreiner, P.R.5
-
44
-
-
0001306624
-
-
L. A. Paquette, J. C. Weber, T. Kobayashi, Y. Miyahara, J. Am. Chem. Soc. 1988, 110, 8591-8599.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 8591-8599
-
-
Paquette, L.A.1
Weber, J.C.2
Kobayashi, T.3
Miyahara, Y.4
-
45
-
-
27344451710
-
-
note
-
The 1- and 2-octahedryl cations have virtually the same energy at B3LYP/6-31G*.
-
-
-
-
46
-
-
0037063515
-
-
Recent studies on the mechanisms of alkane functionalizations with oxidizing electrophiles (A. A. Fokin, T. E. Shubina, P. A. Gunchen ko, S. D. Isaev, A. G. Yurchenko, P. R. Schreiner, J. Am. Chem. Soc. 2002, 124, 10718-10727) revealed that the transition structures are characterized by significant charge transfer to the electrophile, and the hydrocarbon moieties resemble the respective radical cation structures (H-coupled electron transfer). Compound 1 forms a radical cation with one elongated C-C bond (1.855 Å, B3LYP/6-31G*) in the cyclopropane moiety showing that the most favorable reaction path with electrophilic reagents involves C-C bond breaking.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 10718-10727
-
-
Fokin, A.A.1
Shubina, T.E.2
Ko, P.A.G.3
Isaev, S.D.4
Yurchenko, A.G.5
Schreiner, P.R.6
-
47
-
-
0035819895
-
-
A. A. Fokin, O. Lauenstein, P. A. Gunchenko, P. R. Schreiner, J. Am. Chem. Soc. 2001, 123, 1842-1847.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 1842-1847
-
-
Fokin, A.A.1
Lauenstein, O.2
Gunchenko, P.A.3
Schreiner, P.R.4
-
48
-
-
0343917418
-
-
A. de Meijere, O. Schallner, C. Weitemeyer, W. Spielmann, Chem. Ber. 1979, 112, 908-935.
-
(1979)
Chem. Ber.
, vol.112
, pp. 908-935
-
-
De Meijere, A.1
Schallner, O.2
Weitemeyer, C.3
Spielmann, W.4
-
49
-
-
0035802937
-
-
P. R. Schreiner, O. Lauenstein, E. D. Butova, P. A. Gunchenko, I. V. Kolomitsin, A. Wittkopp, G. Feder, A. A. Fokin, Chem. Enr. J. 2001, 7, 4996-5003.
-
(2001)
Chem. Enr. J.
, vol.7
, pp. 4996-5003
-
-
Schreiner, P.R.1
Lauenstein, O.2
Butova, E.D.3
Gunchenko, P.A.4
Kolomitsin, I.V.5
Wittkopp, A.6
Feder, G.7
Fokin, A.A.8
-
50
-
-
0000515520
-
-
O. Lauenstein, A. A. Fokin, P. R. Schreiner, Org. Lett. 2000, 2, 2201-2204.
-
(2000)
Org. Lett.
, vol.2
, pp. 2201-2204
-
-
Lauenstein, O.1
Fokin, A.A.2
Schreiner, P.R.3
-
53
-
-
0012417299
-
-
b) S. D. Isaev, A. G. Yurchenko, F. N. Stepanov, G. G. Kolyada, S. S. Novikov, Zhurn. Org. Khim. 1973, 9, 430.
-
(1973)
Zhurn. Org. Khim.
, vol.9
, pp. 430
-
-
Isaev, S.D.1
Yurchenko, A.G.2
Stepanov, F.N.3
Kolyada, G.G.4
Novikov, S.S.5
-
54
-
-
0033770424
-
-
a) A. A. Fokin, S. A. Peleshanko, P. A. Gunchenko, D. V. Gusev, P. R. Schreiner, Eur. J. Org. Chem. 2000, 3357-3362;
-
(2000)
Eur. J. Org. Chem.
, pp. 3357-3362
-
-
Fokin, A.A.1
Peleshanko, S.A.2
Gunchenko, P.A.3
Gusev, D.V.4
Schreiner, P.R.5
-
55
-
-
0141653998
-
-
b) L. D'Accolti, A. Dinoi, C. Fusco, A. Russo, R. Curci, J. Org. Chem. 2003, 68. 7806-7810.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 7806-7810
-
-
D'Accolti, L.1
Dinoi, A.2
Fusco, C.3
Russo, A.4
Curci, R.5
-
58
-
-
0141704726
-
-
Gaussian, Inc., Pittsburgh PA
-
Gaussian 03, revision B.03, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Kiene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, and J. A. Pople, Gaussian, Inc., Pittsburgh PA, 2003.
-
(2003)
Gaussian 03, Revision B.03
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman, J.R.6
Montgomery Jr., J.A.7
Vreven, T.8
Kudin, K.N.9
Burant, J.C.10
Millam, J.M.11
Iyengar, S.S.12
Tomasi, J.13
Barone, V.14
Mennucci, B.15
Cossi, M.16
Scalmani, G.17
Rega, N.18
Petersson, G.A.19
Nakatsuji, H.20
Hada, M.21
Ehara, M.22
Toyota, K.23
Fukuda, R.24
Hasegawa, J.25
Ishida, M.26
Nakajima, T.27
Honda, Y.28
Kitao, O.29
Nakai, H.30
Kiene, M.31
Li, X.32
Knox, J.E.33
Hratchian, H.P.34
Cross, J.B.35
Adamo, C.36
Jaramillo, J.37
Gomperts, R.38
Stratmann, R.E.39
Yazyev, O.40
Austin, A.J.41
Cammi, R.42
Pomelli, C.43
Ochterski, J.W.44
Ayala, P.Y.45
Morokuma, K.46
Voth, G.A.47
Salvador, P.48
Dannenberg, J.J.49
Zakrzewski, V.G.50
Dapprich, S.51
Daniels, A.D.52
Strain, M.C.53
Farkas, O.54
Malick, D.K.55
Rabuck, A.D.56
Raghavachari, K.57
Foresman, J.B.58
Ortiz, J.V.59
Cui, Q.60
Baboul, A.G.61
Clifford, S.62
Cioslowski, J.63
Stefanov, B.B.64
Liu, G.65
Liashenko, A.66
Piskorz, P.67
Komaromi, I.68
Martin, R.L.69
Fox, D.J.70
Keith, T.71
Al-Laham, M.A.72
Peng, C.Y.73
Nanayakkara, A.74
Challacombe, M.75
Gill, P.M.W.76
Johnson, B.77
Chen, W.78
Wong, M.W.79
Gonzalez, C.80
Pople, J.A.81
more..
|