-
1
-
-
0002110351
-
-
Recent reviews: (a) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49-92.
-
(1996)
Chem. Rev.
, vol.96
, pp. 49-92
-
-
Lautens, M.1
Klute, W.2
Tam, W.3
-
2
-
-
33745402207
-
-
(b) Schore, N. E. Chem. Rev. 1988, 88, 1081-1119.
-
(1988)
Chem. Rev.
, vol.88
, pp. 1081-1119
-
-
Schore, N.E.1
-
3
-
-
0037176267
-
-
For the transition metal-catalyzed [5 + 2] cycloaddition reactions, see: (a) Wender, P. A.; Pedersen, T. M.; Scanio, M. J. C. J. Am. Chem. Soc. 2002, 124, 15154-15155.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 15154-15155
-
-
Wender, P.A.1
Pedersen, T.M.2
Scanio, M.J.C.3
-
4
-
-
0036291655
-
-
(b) Wender, P. A.; Bi, C. F.; Gamber, G. G.; Gosselin, F.; Hubbard, R. D.; Scanio, M. J. C.; Sun, R.; Williams, T. J.; Zhang, L. Pure Appl. Chem. 2002, 74, 25-31.
-
(2002)
Pure Appl. Chem.
, vol.74
, pp. 25-31
-
-
Wender, P.A.1
Bi, C.F.2
Gamber, G.G.3
Gosselin, F.4
Hubbard, R.D.5
Scanio, M.J.C.6
Sun, R.7
Williams, T.J.8
Zhang, L.9
-
5
-
-
0001418285
-
-
and references therein
-
(c) Binger, P.; Wedemann, P.; Kozhushkov, S. I.; de Meijere, A. Eur. J. Org. Chem. 1998, 113-119 and references therein.
-
(1998)
Eur. J. Org. Chem.
, pp. 113-119
-
-
Binger, P.1
Wedemann, P.2
Kozhushkov, S.I.3
De Meijere, A.4
-
6
-
-
0002058336
-
-
For the transition metal-catalyzed [4 + 3] cycloaddition reactions, see: (a) Binger, P.; Büch, H. M. Top. Curr. Chem. 1987, 135, 77-151.
-
(1987)
Top. Curr. Chem.
, vol.135
, pp. 77-151
-
-
Binger, P.1
Büch, H.M.2
-
7
-
-
0000494164
-
Metal-Catalyzed cycloadditions of methylenecyclopropanes
-
de Meijere, A., Ed.; Thieme: Stuttgart
-
(b) Binger, P.; Schmidt, T. Metal-Catalyzed Cycloadditions of Methylenecyclopropanes. In Carbocyclic Three- and Four-Membered Ring Compounds, Houben-Weyl, Methods of Organic Chemistry; de Meijere, A., Ed.; Thieme: Stuttgart, 1997; Vol. E 17b, pp 2217-2294.
-
(1997)
Carbocyclic Three- and Four-Membered Ring Compounds, Houben-Weyl, Methods of Organic Chemistry
, vol.E17B
, pp. 2217-2294
-
-
Binger, P.1
Schmidt, T.2
-
8
-
-
4344683519
-
-
The nickel-catalyzed reaction of methylenecyclopropane with allene and the cyclotrimerization of methylenecyclopropane have been reported. See: (a) Binger, P.; McMeeking, J. Angew. Chem. 1973, 85, 1053-1054.
-
(1973)
Angew. Chem.
, vol.85
, pp. 1053-1054
-
-
Binger, P.1
McMeeking, J.2
-
11
-
-
0001061025
-
-
For the transition metal-mediated [3 + 2 + 2] cycloaddition reactions, see: (a) Schwiebert, K. E.; Stryker, J. M. J. Am. Chem. Soc. 1995, 117, 8275-8276.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 8275-8276
-
-
Schwiebert, K.E.1
Stryker, J.M.2
-
12
-
-
0032560960
-
-
(b) Etkin, N.; Dzwiniel, T. L.; Schwiebert, K. E.; Stryker, J. M. J. Am. Chem. Soc. 1998, 120, 9702-9703.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 9702-9703
-
-
Etkin, N.1
Dzwiniel, T.L.2
Schwiebert, K.E.3
Stryker, J.M.4
-
13
-
-
0041305921
-
-
(c) Barluenga, J.; Barrio, P.; López, L. A.; Tomás, M.; García-Granda, S.; Alvarez-Rúa, C. Angew. Chem., Int. Ed. 2003, 42, 3008-3011.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 3008-3011
-
-
Barluenga, J.1
Barrio, P.2
López, L.A.3
Tomás, M.4
García-Granda, S.5
Alvarez-Rúa, C.6
-
14
-
-
0033570257
-
-
(a) Saito, S.; Tsuboya, N.; Chounan, Y.; Nogami, T.; Yamamoto, Y. Tetrahedron Lett. 1999, 40, 7529-7532.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 7529-7532
-
-
Saito, S.1
Tsuboya, N.2
Chounan, Y.3
Nogami, T.4
Yamamoto, Y.5
-
15
-
-
0034714482
-
-
(b) Saito, S.; Chounan, Y.; Nogami, T.; Fukushi, T.; Tsuboya, N.; Yamada, Y.; Kitahara, H.; Yamamoto, Y. J. Org. Chem. 2000, 65, 5350-5354.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 5350-5354
-
-
Saito, S.1
Chounan, Y.2
Nogami, T.3
Fukushi, T.4
Tsuboya, N.5
Yamada, Y.6
Kitahara, H.7
Yamamoto, Y.8
-
16
-
-
0034007402
-
-
(c) Saito, S.; Tanaka, T.; Koizumi, T.; Tsuboya, N.; Itagaki, H.; Kawasaki, T.; Endo, S.; Yamamoto, Y. J. Am. Chem. Soc. 2000, 122, 1810-1811.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 1810-1811
-
-
Saito, S.1
Tanaka, T.2
Koizumi, T.3
Tsuboya, N.4
Itagaki, H.5
Kawasaki, T.6
Endo, S.7
Yamamoto, Y.8
-
17
-
-
0035830514
-
-
(d) Saito, S.; Kawasaki, T.; Tsuboya, N.; Yamamoto, Y. J. Org. Chem. 2001, 66, 796-802.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 796-802
-
-
Saito, S.1
Kawasaki, T.2
Tsuboya, N.3
Yamamoto, Y.4
-
21
-
-
0347812067
-
Palladium-Catalyzed beniannulation reactions of enynes and diynes
-
Negishi, E.-i., de Meijere, A., Eds.; Wiley: New York
-
(d) Saito, S.; Yamamoto, Y. Palladium-Catalyzed Beniannulation Reactions of Enynes and Diynes. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E.-i., de Meijere, A., Eds.; Wiley: New York, 2002; pp 1635-1646.
-
(2002)
Handbook of Organopalladium Chemistry for Organic Synthesis
, pp. 1635-1646
-
-
Saito, S.1
Yamamoto, Y.2
-
22
-
-
0034623558
-
-
Saito, S.; Hirayama, K.; Kabuto, C.; Yamamoto, Y. J. Am. Chem. Soc. 2000, 122, 10776-10780.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 10776-10780
-
-
Saito, S.1
Hirayama, K.2
Kabuto, C.3
Yamamoto, Y.4
-
23
-
-
0037067556
-
-
Kawasaki, T.; Saito, S.; Yamamoto, Y. J. Org. Chem. 2002, 67, 4911-4915.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 4911-4915
-
-
Kawasaki, T.1
Saito, S.2
Yamamoto, Y.3
-
24
-
-
4344705613
-
-
note
-
This reaction also proceeded in THF (65% yield). The yield of 2a decreased when this reaction was carried out at 0 °C (56%) or 50 °C (59%). The reaction of 1 with 2a was carried out in a larger scale (15 mmol scale) without difficulty: 3a was isolated in 72% yield. The major byproducts of these reactions were cyclopentanes which were formed by the cyclodimerization of 1 and the oligomers of 2.
-
-
-
-
25
-
-
4344657167
-
-
note
-
The progress of the reaction was very slow, and the starting material did not disappear even after the prolonged monitoring of the reaction.
-
-
-
-
26
-
-
0002181878
-
-
Other reviews: (a) Dzhemilev, U. M.; Khusnutdinov, R. I.; Tolstikov, G. A. J. Organomet. Chem. 1991, 409, 15-65.
-
(1991)
J. Organomet. Chem.
, vol.409
, pp. 15-65
-
-
Dzhemilev, U.M.1
Khusnutdinov, R.I.2
Tolstikov, G.A.3
-
28
-
-
4344571103
-
-
(c) de Meijere, A.; Kozhushkov, S. I.; Hadjiarapoglou, L. P. Top. Curr. Chem. 2000, 207, 150-227.
-
(2000)
Top. Curr. Chem.
, vol.207
, pp. 150-227
-
-
De Meijere, A.1
Kozhushkov, S.I.2
Hadjiarapoglou, L.P.3
-
29
-
-
0000134376
-
Transition metal alkyne complexes: Transition metal-catalyzed cyclotrimerization
-
Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Hegedus, L. S., Vol. Ed.; Pergamon Press: Oxford
-
Reviews: (a) Grotjahn, D. B. Transition Metal Alkyne Complexes: Transition Metal-Catalyzed Cyclotrimerization. In Comprehensive Organometallic Chemistry 11; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Hegedus, L. S., Vol. Ed.; Pergamon Press: Oxford, 1995; Vol. 12, pp 741-770.
-
(1995)
Comprehensive Organometallic Chemistry 11
, vol.12
, pp. 741-770
-
-
Grotjahn, D.B.1
-
30
-
-
84942774807
-
Nickel catalyzed oligomerization of alkynes and related reactions
-
Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford
-
(b) Jolly, P. W. Nickel Catalyzed Oligomerization of Alkynes and Related Reactions. In Comprehensive. Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, 1982; Vol. 8, pp 649-670.
-
(1982)
Comprehensive. Organometallic Chemistry
, vol.8
, pp. 649-670
-
-
Jolly, P.W.1
-
34
-
-
84984242898
-
-
The isolation of a closely related intermediate and its rearrangement has been reported. See, Binger, P.; Doyle, M. J.; Benn, R. Chem. Ber. 1983, 116, 1-10.
-
(1983)
Chem. Ber.
, vol.116
, pp. 1-10
-
-
Binger, P.1
Doyle, M.J.2
Benn, R.3
-
35
-
-
0002583629
-
Cleavage of carbon-carbon single bonds by transition metals
-
Murai, S., Ed.; Springer: Berlin
-
For the leading references, see: (a) Murakami, M.; Ito, Y. Cleavage of Carbon-Carbon Single Bonds by Transition Metals. In Activation of Unreactive Bonds and Organic Synthesis; Murai, S., Ed.; Springer: Berlin, 1999; pp 97-129.
-
(1999)
Activation of Unreactive Bonds and Organic Synthesis
, pp. 97-129
-
-
Murakami, M.1
Ito, Y.2
-
38
-
-
0035477045
-
-
(d) Cámpora, J.; Gutiérrez-Puebla, E.; López, J. A.; Monge, A.; Palma, P.; del Río, D.; Carmona, E. Angew. Chem., Int. Ed. 2001, 40, 3641-3644.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 3641-3644
-
-
Cámpora, J.1
Gutiérrez-Puebla, E.2
López, J.A.3
Monge, A.4
Palma, P.5
Del Río, D.6
Carmona, E.7
-
39
-
-
1542741752
-
-
The insertion of a nickel complex into a strained σ bond has been reported in some reactions. For example, see: (a) Neidlein, V.; Rufinska, A.; Schwager, H.; Wilke, G. Angew. Chem. 1986, 98, 643-644.
-
(1986)
Angew. Chem.
, vol.98
, pp. 643-644
-
-
Neidlein, V.1
Rufinska, A.2
Schwager, H.3
Wilke, G.4
-
40
-
-
0001515924
-
-
(b) Krüger, C.; Laakmann, K.; Schroth, G.; Schwager, H.; Wilke, G. Chem. Ber. 1987, 120, 471-475.
-
(1987)
Chem. Ber.
, vol.120
, pp. 471-475
-
-
Krüger, C.1
Laakmann, K.2
Schroth, G.3
Schwager, H.4
Wilke, G.5
-
41
-
-
0001439702
-
-
(c) Schwager, H.; Spyroudis, S.; Vollhardt, K. P. C. J. Organomet. Chem. 1990, 382, 191-200.
-
(1990)
J. Organomet. Chem.
, vol.382
, pp. 191-200
-
-
Schwager, H.1
Spyroudis, S.2
Vollhardt, K.P.C.3
|