-
2
-
-
0000585779
-
-
Transition metal-catalyzed direct α-alkenylation with haloalkenes, see: (a) Millard, A. A.; Rathke, M. W. J. Am. Chem. Soc. 1977, 99, 4833.
-
(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 4833
-
-
Millard, A.A.1
Rathke, M.W.2
-
3
-
-
0035859320
-
-
(b) Chieffi, A.; Kamikawa, K.; Ahman, J.; Fox, J. M.; Buchwald, S. L. Org. Lett. 2001, 3, 1897.
-
(2001)
Org. Lett.
, vol.3
, pp. 1897
-
-
Chieffi, A.1
Kamikawa, K.2
Ahman, J.3
Fox, J.M.4
Buchwald, S.L.5
-
5
-
-
0000278443
-
-
Photoinduced direct α-alkenylation with haloalkenes, see: Bunnett, J. F.; Creary, X.; Sundberg, J. E. J. Org. Chem. 1976, 41, 1707.
-
(1976)
J. Org. Chem.
, vol.41
, pp. 1707
-
-
Bunnett, J.F.1
Creary, X.2
Sundberg, J.E.3
-
9
-
-
37049083739
-
-
(d) Parkinson, C. J.; Pinhey, J. T.; Stoermer, M. J. J. Chem. Soc., Perkin Trans. 1 1992, 1911.
-
(1992)
J. Chem. Soc., Perkin Trans. 1
, pp. 1911
-
-
Parkinson, C.J.1
Pinhey, J.T.2
Stoermer, M.J.3
-
10
-
-
37049067449
-
-
(e) Hambley, T. W.; Holmes, R. J.; Parkinson, C. J.; Pinhey, J. T. J. Chem. Soc., Perkin Trans. 1 1992, 1917.
-
(1992)
J. Chem. Soc., Perkin Trans. 1
, pp. 1917
-
-
Hambley, T.W.1
Holmes, R.J.2
Parkinson, C.J.3
Pinhey, J.T.4
-
11
-
-
0023729035
-
-
(f) Hashimoto, S.; Shinoda, T.; Ikegami, S. J. Chem. Soc., Chem. Commun. 1988, 1137.
-
(1988)
J. Chem. Soc., Chem. Commun
, pp. 1137
-
-
Hashimoto, S.1
Shinoda, T.2
Ikegami, S.3
-
12
-
-
0032556220
-
-
(g) Chen, C.; Layton, M. E.; Shair, M. D. J. Am. Chem. Soc. 1998, 120, 10784.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 10784
-
-
Chen, C.1
Layton, M.E.2
Shair, M.D.3
-
14
-
-
0000138132
-
-
(b) Ochiai, M.; Sumi, K.; Takaoka, Y.; Kunishima, M.; Nagao, Y.; Shiro, M.; Fujita, E. Tetrahedron 1988, 44, 4095.
-
(1988)
Tetrahedron
, vol.44
, pp. 4095
-
-
Ochiai, M.1
Sumi, K.2
Takaoka, Y.3
Kunishima, M.4
Nagao, Y.5
Shiro, M.6
Fujita, E.7
-
15
-
-
0000994488
-
-
(c) Ochiai, M.; Shu, T.; Nagaoka, T.; Kitagawa, Y. J. Org. Chem. 1997, 62, 2130. In some cases, the competing α-phenylation becomes predominant.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 2130
-
-
Ochiai, M.1
Shu, T.2
Nagaoka, T.3
Kitagawa, Y.4
-
16
-
-
0033722982
-
-
The leaving ability of the triphenylbismuthonio group is higher than that of triflate ion. See: Matano, Y. Organometallics 2000, 19, 2258.
-
(2000)
Organometallics
, vol.19
, pp. 2258
-
-
Matano, Y.1
-
17
-
-
37049091976
-
-
(a) Barton, D. H. R.; Blazejewski, J.-C.; Charpiot, B.; Finet, J.-P.; Motherwell, W. B.; Papoula, M. T. B.; Stanforth, S. P. J. Chem. Soc., Perkin Trans. 1 1985, 2667.
-
(1985)
J. Chem. Soc., Perkin Trans. 1
, pp. 2667
-
-
Barton, D.H.R.1
Blazejewski, J.-C.2
Charpiot, B.3
Finet, J.-P.4
Motherwell, W.B.5
Papoula, M.T.B.6
Stanforth, S.P.7
-
18
-
-
0001160137
-
-
(b) Barton, D. H. R.; Bhatnagar, N. Y.; Finet, J.-P.; Motherwell, W. B. Tetrahedron 1986, 42, 3111.
-
(1986)
Tetrahedron
, vol.42
, pp. 3111
-
-
Barton, D.H.R.1
Bhatnagar, N.Y.2
Finet, J.-P.3
Motherwell, W.B.4
-
19
-
-
40849085240
-
-
(c) Abramovitch, R. A.; Barton, D. H. R.; Finet, J.-P. Tetrahedron 1988, 44, 3039.
-
(1988)
Tetrahedron
, vol.44
, pp. 3039
-
-
Abramovitch, R.A.1
Barton, D.H.R.2
Finet, J.-P.3
-
20
-
-
0042357040
-
-
Ooi, T.; Goto, R.; Maruaka, K. J. Am. Chem. Soc. 2003, 125, 10494.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 10494
-
-
Ooi, T.1
Goto, R.2
Maruaka, K.3
-
21
-
-
0000955279
-
-
Matano, Y.; Begum, S. A.; Miyamatsu, T.; Suzuki, H. Organometallics 1998, 17, 4332.
-
(1998)
Organometallics
, vol.17
, pp. 4332
-
-
Matano, Y.1
Begum, S.A.2
Miyamatsu, T.3
Suzuki, H.4
-
22
-
-
0347545735
-
-
For reviews on the nucleophilic vinylic substitutions, see: (a) Rappoport, Z. Acc. Chem. Res. 1992, 25, 474.
-
(1992)
Acc. Chem. Res.
, vol.25
, pp. 474
-
-
Rappoport, Z.1
-
25
-
-
3543034911
-
-
note
-
N1 mechanism, the stereochemistry of the vinylic moiety is inverted or lost significantly.
-
-
-
-
26
-
-
3543040333
-
-
Zabicky, J. Ed.; Wiley: London, Chapter 2
-
Richey, H. G., Jr. In The Chemistry of Alkenes; Zabicky, J. Ed.; Wiley: London, 1970; Vol. 2, Chapter 2, pp 39-114.
-
(1970)
The Chemistry of Alkenes
, vol.2
, pp. 39-114
-
-
Richey, H.G.1
-
27
-
-
33947094631
-
-
For a review, see: Stang, P. J. Chem. Rev. 1978, 78, 383.
-
(1978)
J. Chem. Rev.
, vol.78
, pp. 383
-
-
Stang, P.1
-
28
-
-
3543040976
-
-
note
-
If the reaction proceeds via the C-H insertion of a free alkylidene carbene, the E/Z ratio of 17e should be the same as that of 17e′.
-
-
-
-
29
-
-
0026337765
-
-
For example, see: (a) Ochiai, M.; Oshima, K.; Masaki, Y. Tetrahedron Lett. 1991, 32, 7711.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 7711
-
-
Ochiai, M.1
Oshima, K.2
Masaki, Y.3
-
30
-
-
0027163567
-
-
(b) Ochiai, M.; Oshima, K.; Masaki, Y. Kunishima, M.; Tani, S. Tetrahedron Lett. 1993, 34, 4829.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 4829
-
-
Ochiai, M.1
Oshima, K.2
Masaki, Y.3
Kunishima, M.4
Tani, S.5
-
31
-
-
33751391664
-
-
(c) Zefirov, N. S.; Koz'min, A. S.; Kasumov, T.; Potekhin, K. A.; Sorokin, V. D.; Brel, V. K.; Abramkin, E. V.; Struchkov, Y. T.; Zhdankin, V. V.; Stang, P. J. J. Org. Chem. 1992, 57, 2433.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 2433
-
-
Zefirov, N.S.1
Koz'min, A.S.2
Kasumov, T.3
Potekhin, K.A.4
Sorokin, V.D.5
Brel, V.K.6
Abramkin, E.V.7
Struchkov, Y.T.8
Zhdankin, V.V.9
Stang, P.J.10
-
34
-
-
3543031342
-
-
note
-
A similar ligand coupling mechanism was proposed by Barton and co-workers for the α-phenylation of enolizable substrates with tetraphenylbismuthonium salts. See ref 7.
-
-
-
-
35
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33748667285
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-
See also ref 6
-
X-ray crystallographic analyses of bismuthonium salts bearing o-anisyl groups disclosed the intramolecular coordination between the o-methoxy oxygens and the bismuth center. Suzuki, H.; Ikegami, T.; Azuma, N. J. Chem. Soc., Perkin Trans. 1 1997, 1609. See also ref 6.
-
(1997)
J. Chem. Soc., Perkin Trans. 1
, pp. 1609
-
-
Suzuki, H.1
Ikegami, T.2
Azuma, N.3
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