-
2
-
-
0000328257
-
-
For a recent functionalization of the parent unsubstituted silacyclopent-3-ene 1, see: a) Liu, D.; Kozmin, S. A. Org. Lett. 2002, 4, 3005-3007. b) Liu, D.; Kozmin, S. A. Angew. Chem., Int. Ed. 2001, 40, 4757-4759.
-
(2002)
Org. Lett.
, vol.4
, pp. 3005-3007
-
-
Liu, D.1
Kozmin, S.A.2
-
3
-
-
0035905364
-
-
For a recent functionalization of the parent unsubstituted silacyclopent-3-ene 1, see: a) Liu, D.; Kozmin, S. A. Org. Lett. 2002, 4, 3005-3007. b) Liu, D.; Kozmin, S. A. Angew. Chem., Int. Ed. 2001, 40, 4757-4759.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 4757-4759
-
-
Liu, D.1
Kozmin, S.A.2
-
6
-
-
0028884124
-
-
c) Mignani, S.; Damour, D.; Bastart, J.-P.; Manuel, G. Synth. Commun. 1995, 25, 3855-3862.
-
(1995)
Synth. Commun.
, vol.25
, pp. 3855-3862
-
-
Mignani, S.1
Damour, D.2
Bastart, J.-P.3
Manuel, G.4
-
7
-
-
0031920856
-
-
d) Mignani, S.; Barreau, M.; Damour, D.; Renaudon, A.; Dejean, V.; Manuel, G. Synth. Commun. 1998, 28, 1163-1174.
-
(1998)
Synth. Commun.
, vol.28
, pp. 1163-1174
-
-
Mignani, S.1
Barreau, M.2
Damour, D.3
Renaudon, A.4
Dejean, V.5
Manuel, G.6
-
8
-
-
0001402292
-
-
e) Matsumoto, K.; Yokoo, T.; Oshima, K.; Utimoto, K.; Abd. Rahman, N. Bull. Chem. Soc. Jpn. 1994, 67, 1694-1700.
-
(1994)
Bull. Chem. Soc. Jpn.
, vol.67
, pp. 1694-1700
-
-
Matsumoto, K.1
Yokoo, T.2
Oshima, K.3
Utimoto, K.4
Abd. Rahman, N.5
-
9
-
-
0000662981
-
-
f) Manuel, G.; Mazerolles, P.; Lesbre, M.; Pradel, J.-P. J. Organomet. Chem. 1973, 61, 147-165.
-
(1973)
J. Organomet. Chem.
, vol.61
, pp. 147-165
-
-
Manuel, G.1
Mazerolles, P.2
Lesbre, M.3
Pradel, J.-P.4
-
10
-
-
0000664606
-
-
g) Weyenberg, D. R.; Toporcer, L. H.; Nelson, L. E. J. Org. Chem. 1968, 33, 1975-1982.
-
(1968)
J. Org. Chem.
, vol.33
, pp. 1975-1982
-
-
Weyenberg, D.R.1
Toporcer, L.H.2
Nelson, L.E.3
-
11
-
-
85025782803
-
-
h) Dunoguès, J.; Arréguy, B.; Biran, C.; Calas, R.; Pisciotti, F. J. Organomet. Chem. 1973, 63, 119-131.
-
(1973)
J. Organomet. Chem.
, vol.63
, pp. 119-131
-
-
Dunoguès, J.1
Arréguy, B.2
Biran, C.3
Calas, R.4
Pisciotti, F.5
-
12
-
-
0242643382
-
-
i) Manuel, G.; Mazerolles, P.; Florence, J. C. J. Organomet. Chem. 1971, 30, 5-19.
-
(1971)
J. Organomet. Chem.
, vol.30
, pp. 5-19
-
-
Manuel, G.1
Mazerolles, P.2
Florence, J.C.3
-
13
-
-
0034731628
-
-
j) Sudo, T.; Asao, N.; Yamamoto, Y. J. Org. Chem. 2000, 65, 8919-8923.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 8919-8923
-
-
Sudo, T.1
Asao, N.2
Yamamoto, Y.3
-
15
-
-
0000057020
-
-
and references therein
-
Horvath, R. F.; Chan, T. H. J. Org. Chem. 1987, 52, 4489-4494 and references therein.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 4489-4494
-
-
Horvath, R.F.1
Chan, T.H.2
-
17
-
-
0032580376
-
-
For recent reviews on olefin metathesis, see: a) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450. b) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388. c) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036-2056.
-
(1998)
Tetrahedron
, vol.54
, pp. 4413-4450
-
-
Grubbs, R.H.1
Chang, S.2
-
18
-
-
28244440935
-
-
For recent reviews on olefin metathesis, see: a) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450. b) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388. c) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036-2056.
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 371-388
-
-
Armstrong, S.K.1
-
19
-
-
0030771019
-
-
For recent reviews on olefin metathesis, see: a) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413-4450. b) Armstrong, S. K. J. Chem. Soc., Perkin Trans. 1 1998, 371-388. c) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036-2056.
-
(1997)
Angew. Chem., Int. Ed. Engl.
, vol.36
, pp. 2036-2056
-
-
Schuster, M.1
Blechert, S.2
-
20
-
-
0000960031
-
-
9 is commercially available. For a synthesis, see: Nasiak, L. D.; Post, H. W. J. Org. Chem. 1959, 24, 489-492.
-
(1959)
J. Org. Chem.
, vol.24
, pp. 489-492
-
-
Nasiak, L.D.1
Post, H.W.2
-
21
-
-
0025752256
-
-
a) Li, L.-H.; Wang, D.; Chan, T. H. Tetrahedron Lett. 1991, 32, 2879-2882.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 2879-2882
-
-
Li, L.-H.1
Wang, D.2
Chan, T.H.3
-
23
-
-
0000676655
-
-
c) Muchowski, J. M.; Naef, R.; Maddox, M. L. Tetrahedron Lett. 1985, 26, 5375-5378.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 5375-5378
-
-
Muchowski, J.M.1
Naef, R.2
Maddox, M.L.3
-
28
-
-
0000848947
-
-
d) Shimizu, N.; Shibata, F.; Tsuno, Y. Bull. Chem. Soc. Jpn. 1984, 57, 3017-3018.
-
(1984)
Bull. Chem. Soc. Jpn.
, vol.57
, pp. 3017-3018
-
-
Shimizu, N.1
Shibata, F.2
Tsuno, Y.3
-
29
-
-
0001501323
-
-
e) Sato, F.; Suzuki, Y.; Sato, M. Tetrahedron Lett. 1982, 23, 4589-4592.
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 4589-4592
-
-
Sato, F.1
Suzuki, Y.2
Sato, M.3
-
30
-
-
0242391631
-
-
f) Yamamoto, Y.; Saito, Y.; Maruyama, K. J. Chem. Soc., Chem. Commun. 1982, 1326-1328.
-
(1982)
J. Chem. Soc., Chem. Commun.
, pp. 1326-1328
-
-
Yamamoto, Y.1
Saito, Y.2
Maruyama, K.3
-
32
-
-
0000595175
-
-
a) Fleming, I.; Barbero, A.; Walter, D. Chem. Rev. 1997, 97, 2063-2192.
-
(1997)
Chem. Rev.
, vol.97
, pp. 2063-2192
-
-
Fleming, I.1
Barbero, A.2
Walter, D.3
-
33
-
-
0002324898
-
-
b) Fleming, I.; Dunoguès, J.; Smithers, R. Org. React. 1989, 37, 57-575.
-
(1989)
Org. React.
, vol.37
, pp. 57-575
-
-
Fleming, I.1
Dunoguès, J.2
Smithers, R.3
-
34
-
-
0242558711
-
-
note
-
Direct coupling of the allyllithium species with aldehydes led exclusively to the γ-product.
-
-
-
-
35
-
-
0242391633
-
-
note
-
2 for 3-18 h at rt to afford 15a-c in 74%, 79%, and 81% yield, respectively.
-
-
-
-
36
-
-
0242391632
-
-
note
-
2 under reflux.
-
-
-
-
37
-
-
0000652169
-
-
The synthesis of nonsubstituted 1-silacyclopent-3-enes 1 through RCM using a tungsten catalyst has been reported. Poor to excellent results (8-90% yield) were obtained depending on the nature of the substituents at the silicon center. See: a) Leconte, M.; Pagano, S.; Mutch, A.; Lefebvre, F.; Basset, J. M. Bull. Soc. Chim. Fr. 1995, 132, 1069-1071. b) Ahmad, I.; Falck-Pedersen, M. L.; Undheim, K. J. Organomet. Chem. 2001, 625, 160-172.
-
(1995)
Bull. Soc. Chim. Fr.
, vol.132
, pp. 1069-1071
-
-
Leconte, M.1
Pagano, S.2
Mutch, A.3
Lefebvre, F.4
Basset, J.M.5
-
38
-
-
0035932792
-
-
The synthesis of nonsubstituted 1-silacyclopent-3-enes 1 through RCM using a tungsten catalyst has been reported. Poor to excellent results (8-90% yield) were obtained depending on the nature of the substituents at the silicon center. See: a) Leconte, M.; Pagano, S.; Mutch, A.; Lefebvre, F.; Basset, J. M. Bull. Soc. Chim. Fr. 1995, 132, 1069-1071. b) Ahmad, I.; Falck-Pedersen, M. L.; Undheim, K. J. Organomet. Chem. 2001, 625, 160-172.
-
(2001)
J. Organomet. Chem.
, vol.625
, pp. 160-172
-
-
Ahmad, I.1
Falck-Pedersen, M.L.2
Undheim, K.3
-
39
-
-
0242391630
-
-
note
-
6
-
-
-
-
40
-
-
0033598258
-
-
Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956.
-
(1999)
Org. Lett.
, vol.1
, pp. 953-956
-
-
Scholl, M.1
Ding, S.2
Lee, C.W.3
Grubbs, R.H.4
-
42
-
-
4444276636
-
-
Kolb, H. C.; vanNieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483-2547.
-
(1994)
Chem. Rev.
, vol.94
, pp. 2483-2547
-
-
Kolb, H.C.1
VanNieuwenhze, M.S.2
Sharpless, K.B.3
-
43
-
-
0242643380
-
-
note
-
All attempts to separate the mixture of diastereomers by chromatography through silica gel led to decomposition.
-
-
-
-
44
-
-
0030842941
-
-
a) Donohoe, T. J.; Moore, P. R.; Waring, M. J.; Newcombe, N. J. Tetrahedron Lett. 1997, 38, 5027-5030.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 5027-5030
-
-
Donohoe, T.J.1
Moore, P.R.2
Waring, M.J.3
Newcombe, N.J.4
-
45
-
-
0037111592
-
-
b) Donohoe, T. J.; Blades, K.; Moore, P. R.; Waring, M. J.; Winter, J. J. G.; Helliwell, M.; Newcombe, N. J.; Stemp, G. J. Org. Chem. 2002, 67, 7946-7956.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 7946-7956
-
-
Donohoe, T.J.1
Blades, K.2
Moore, P.R.3
Waring, M.J.4
Winter, J.J.G.5
Helliwell, M.6
Newcombe, N.J.7
Stemp, G.8
-
47
-
-
0029817010
-
-
a) Corey E. J.; Sarshar, S.; Azimioara, M. D.; Newbold, R. C.; Noe, M. C. J. Am. Chem. Soc. 1996, 118, 7851-7852.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 7851-7852
-
-
Corey, E.J.1
Sarshar, S.2
Azimioara, M.D.3
Newbold, R.C.4
Noe, M.C.5
-
48
-
-
0037032268
-
-
b) Donohoe, T. J.; Johnson, P. D.; Cowley, A.; Keenan, M. J. Am. Chem. Soc. 2002, 124, 12934-12935.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 12934-12935
-
-
Donohoe, T.J.1
Johnson, P.D.2
Cowley, A.3
Keenan, M.4
-
49
-
-
0025687659
-
-
a) Roush, W. R.; Grover, P. T.; Lin, X. Tetrahedron Lett. 1990, 31, 7563-7566.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 7563-7566
-
-
Roush, W.R.1
Grover, P.T.2
Lin, X.3
-
53
-
-
0000458209
-
-
Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307-1370.
-
(1993)
Chem. Rev.
, vol.93
, pp. 1307-1370
-
-
Hoveyda, A.H.1
Evans, D.A.2
Fu, G.C.3
-
54
-
-
33845283500
-
-
Theoretical studies have shown that in allylsilanes, groundstate interactions between alkene π-orbital and the coplanar C-Si bond raises the HOMO of the allylsilane and thus make it more reactive towards electrophiles, see: Kahn, S. D.; Pau, C. F.; Chamberlin, A. R.; Hehre, W. J. J. Am. Chem. Soc. 1987, 109, 650-663.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 650-663
-
-
Kahn, S.D.1
Pau, C.F.2
Chamberlin, A.R.3
Hehre, W.J.4
-
55
-
-
0027504458
-
-
Morizawa, Y.; Nakayama, T.; Matsumura, Y.; Uchida, K.; Yasuda, A. Bull. Chem. Soc. Jpn. 1993, 66, 2714-2719.
-
(1993)
Bull. Chem. Soc. Jpn.
, vol.66
, pp. 2714-2719
-
-
Morizawa, Y.1
Nakayama, T.2
Matsumura, Y.3
Uchida, K.4
Yasuda, A.5
-
56
-
-
0000995725
-
-
Roush, W. R.; Walts, A. E.; Hoong, L. K. J. Am. Chem. Soc. 1985, 107, 8186-8190.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 8186-8190
-
-
Roush, W.R.1
Walts, A.E.2
Hoong, L.K.3
-
62
-
-
0002437012
-
-
JAI Press, Inc.: Greenwich, CT
-
c) Tamao, K. Advances in Silicon Chemistry; JAI Press, Inc.: Greenwich, CT, 1996; Vol. 3, p 1.
-
(1996)
Advances in Silicon Chemistry
, vol.3
, pp. 1
-
-
Tamao, K.1
|