-
2
-
-
33750977591
-
-
(b) Nicolaou, K. C.; Edmonds, D. J.; Bulger, P. G. Angew. Chem., Int. Ed. 2006, 45, 7134.
-
(2006)
Angew. Chem., Int. Ed
, vol.45
, pp. 7134
-
-
Nicolaou, K.C.1
Edmonds, D.J.2
Bulger, P.G.3
-
4
-
-
7044235861
-
-
For an excellent review, see:a
-
For an excellent review, see:(a) Negishi, E.-I.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365.
-
(1996)
Chem. Rev
, vol.96
, pp. 365
-
-
Negishi, E.-I.1
Copéret, C.2
Ma, S.3
Liou, S.-Y.4
Liu, F.5
-
5
-
-
0003995267
-
-
Negishi, E.-I, Ed, John Wiley and Sons, Inc, New York, Section IV
-
(b) Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E.-I., Ed.; John Wiley and Sons, Inc.: New York, 2002; Vol. 1, Section IV.
-
(2002)
Handbook of Organopalladium Chemistry for Organic Synthesis
, vol.1
-
-
-
6
-
-
0034637529
-
-
(c) Poli, G; Giambastiani, G; Heumann, A. Tetrahedron 2000, 56, 5959.
-
(2000)
Tetrahedron
, vol.56
, pp. 5959
-
-
Poli, G.1
Giambastiani, G.2
Heumann, A.3
-
8
-
-
0001064425
-
-
Selected examples of carbopalladation/Stille coupling:(a) Burns, B.; Grigg, R.; Ratananukul, P.; Sridharan, V.; Stevenson, P.; Sukirthalingam, S.; Worakun, T. Tetrahedron Lett. 1988, 29, 5565.
-
Selected examples of carbopalladation/Stille coupling:(a) Burns, B.; Grigg, R.; Ratananukul, P.; Sridharan, V.; Stevenson, P.; Sukirthalingam, S.; Worakun, T. Tetrahedron Lett. 1988, 29, 5565.
-
-
-
-
9
-
-
0025353115
-
-
(b) Negishi, E.-I.; Noda, Y.; Lamaty, F.; Vawter, E. J. Tetrahedron Lett. 1990, 31, 4393.
-
(1990)
Tetrahedron Lett
, vol.31
, pp. 4393
-
-
Negishi, E.-I.1
Noda, Y.2
Lamaty, F.3
Vawter, E.J.4
-
11
-
-
0027300179
-
-
(d) Nuss, J. M.; Murphy, M. M.; Rennels, R. A.; Heravi, M. H.; Mohr, B. J. Tetrahedron Lett. 1993, 34, 3079.
-
(1993)
Tetrahedron Lett
, vol.34
, pp. 3079
-
-
Nuss, J.M.1
Murphy, M.M.2
Rennels, R.A.3
Heravi, M.H.4
Mohr, B.J.5
-
12
-
-
0034665354
-
-
Fretwell, P.; Grigg, R.; Sansano, J. M.; Sridharan, V.; Sukirthalingam, S; Wilson, D; Redpath, J. Tetrahedron 2000, 56, 7525. See also refs 8 and 9.
-
(e) Fretwell, P.; Grigg, R.; Sansano, J. M.; Sridharan, V.; Sukirthalingam, S; Wilson, D; Redpath, J. Tetrahedron 2000, 56, 7525. See also refs 8 and 9.
-
-
-
-
13
-
-
0008845915
-
-
Selected carbopalladations terminating with other cross-coupling manifolds; see ref 2a and: (a) Zhang, Y, Negishi, E.-I. J. Am. Chem. Soc. 1989, 111, 3454
-
Selected carbopalladations terminating with other cross-coupling manifolds; see ref 2a and: (a) Zhang, Y.; Negishi, E.-I. J. Am. Chem. Soc. 1989, 111, 3454.
-
-
-
-
14
-
-
0027196109
-
-
(b) Negishi, E.-I.; Ay, M.; Sugihara, T. Tetrahedron 1993, 49, 5471.
-
(1993)
Tetrahedron
, vol.49
, pp. 5471
-
-
Negishi, E.-I.1
Ay, M.2
Sugihara, T.3
-
16
-
-
0030756080
-
-
(d) Grigg, R.; Sansano, J. M.; Santhakumar, V.; Sridharan, V.; Thangavelanthum, R.; Thornton-Pett, M.; Wilson, D. Tetrahedron 1997, 53, 11803.
-
(1997)
Tetrahedron
, vol.53
, pp. 11803
-
-
Grigg, R.1
Sansano, J.M.2
Santhakumar, V.3
Sridharan, V.4
Thangavelanthum, R.5
Thornton-Pett, M.6
Wilson, D.7
-
18
-
-
4043137475
-
-
(f) Couty, S.; Liégault, B.; Meyer, C.; Cossy, J. Org. Lett. 2004, 6, 2511.
-
(2004)
Org. Lett
, vol.6
, pp. 2511
-
-
Couty, S.1
Liégault, B.2
Meyer, C.3
Cossy, J.4
-
19
-
-
0025813064
-
-
(g) Torii, S.; Okumoto, H.; Nishimura, A. Tetrahedron Lett. 1991, 32, 4167.
-
(1991)
Tetrahedron Lett
, vol.32
, pp. 4167
-
-
Torii, S.1
Okumoto, H.2
Nishimura, A.3
-
20
-
-
0037191024
-
-
(h) Teply, F.; Stará, I. G.; Stary, I.; Kollarovic, A.; Saman, D.; Fiedler, P. Tetrahedron 2002, 58, 9007.
-
(2002)
Tetrahedron
, vol.58
, pp. 9007
-
-
Teply, F.1
Stará, I.G.2
Stary, I.3
Kollarovic, A.4
Saman, D.5
Fiedler, P.6
-
21
-
-
0001068239
-
-
(i) Burns, B.; Grigg, R.; Sridharan, V.; Stevenson, P.; Sukirthalingam, S.; Worakun, T. Tetrahedron Lett. 1989, 30, 1135.
-
(1989)
Tetrahedron Lett
, vol.30
, pp. 1135
-
-
Burns, B.1
Grigg, R.2
Sridharan, V.3
Stevenson, P.4
Sukirthalingam, S.5
Worakun, T.6
-
22
-
-
0000947642
-
-
(j) Wang, R.-T.; Chou, F.-L.; Luo, F.-T. J. Org. Chem. 1990, 55, 4846.
-
(1990)
J. Org. Chem
, vol.55
, pp. 4846
-
-
Wang, R.-T.1
Chou, F.-L.2
Luo, F.-T.3
-
23
-
-
0027077907
-
-
de Meijere has focused mainly on fully intramolecular variants:(a) Meyer, F. E.; Henniges, H.; de Meijere, A. Tetrahedron Lett. 1992, 33, 8039.
-
de Meijere has focused mainly on fully intramolecular variants:(a) Meyer, F. E.; Henniges, H.; de Meijere, A. Tetrahedron Lett. 1992, 33, 8039.
-
-
-
-
24
-
-
0000734310
-
-
(b) Meyer, F. E.; Brandenberg, J.; Parsons, P. J.; de Meijere, A. J. Chem. Soc., Chem. Commun. 1992, 390.
-
(1992)
J. Chem. Soc., Chem. Commun
, pp. 390
-
-
Meyer, F.E.1
Brandenberg, J.2
Parsons, P.J.3
de Meijere, A.4
-
25
-
-
0030603135
-
-
(c) Henniges, H.; Meyer, F. E.; Schick, U.; Funke, F.; Parsons, P. J.; de Meijere, A. Tetrahedron 1996, 52, 11545.
-
(1996)
Tetrahedron
, vol.52
, pp. 11545
-
-
Henniges, H.1
Meyer, F.E.2
Schick, U.3
Funke, F.4
Parsons, P.J.5
de Meijere, A.6
-
26
-
-
0001981531
-
-
For a review, see: d
-
For a review, see: (d) de Meijere, A.; Bräse, S. J. Organomet. Chem. 1999, 576, 88.
-
(1999)
J. Organomet. Chem
, vol.576
, pp. 88
-
-
de Meijere, A.1
Bräse, S.2
-
27
-
-
0035903689
-
-
For a stepwise construction of the electrocyclization substrate, see: e
-
For a stepwise construction of the electrocyclization substrate, see: (e) von Zezschwitz, P.; Petry, F.; de Meijere, A. Chem. Eur. J. 2001, 7, 4035.
-
(2001)
Chem. Eur. J
, vol.7
, pp. 4035
-
-
von Zezschwitz, P.1
Petry, F.2
de Meijere, A.3
-
28
-
-
0035814397
-
-
Suffert has mainly studied specific 4- and 5-exo-dig cyclizations; for leading references, see: (a) Suffert, J.; Salem, B.; Klotz, P. J. Am. Chem. Soc. 2001, 123, 12107.
-
Suffert has mainly studied specific 4- and 5-exo-dig cyclizations; for leading references, see: (a) Suffert, J.; Salem, B.; Klotz, P. J. Am. Chem. Soc. 2001, 123, 12107.
-
-
-
-
29
-
-
0038743685
-
-
(d) Salem, B.; Klotz, P.; Suffert, J. Org. Lett. 2003, 5, 845.
-
(2003)
Org. Lett
, vol.5
, pp. 845
-
-
Salem, B.1
Klotz, P.2
Suffert, J.3
-
31
-
-
4544323061
-
-
(d) Salem, B.; Suffert, J. Angew. Chem., Int. Ed. 2004, 43, 2826.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 2826
-
-
Salem, B.1
Suffert, J.2
-
32
-
-
33748968334
-
-
and references therein
-
(e) Bour, C.; Blond, G.; Salem, B.; Suffert, J. Tetrahedron 2006, 62, 10567, and references therein.
-
(2006)
Tetrahedron
, vol.62
, pp. 10567
-
-
Bour, C.1
Blond, G.2
Salem, B.3
Suffert, J.4
-
34
-
-
42149191168
-
-
For an outstanding recent application to fenestrane synthesis, see: g
-
For an outstanding recent application to fenestrane synthesis, see: (g) Hulot, C.; Blond, G.; Suffert, J. J. Am. Chem. Soc. 2008, 130, 5046.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 5046
-
-
Hulot, C.1
Blond, G.2
Suffert, J.3
-
35
-
-
0037078261
-
-
For other related 6π-processes, see: h
-
For other related 6π-processes, see: (h) Grigg, R.; Savic, V.; Sridharan, V.; Terrier, C. Tetrahedron 2002, 58, 8613.
-
(2002)
Tetrahedron
, vol.58
, pp. 8613
-
-
Grigg, R.1
Savic, V.2
Sridharan, V.3
Terrier, C.4
-
36
-
-
8344266012
-
-
(i) Wang, F.; Tong, X.; Cheng, J.; Zhang, Z. Chem. Eur. J. 2004, 10, 5338.
-
(2004)
Chem. Eur. J
, vol.10
, pp. 5338
-
-
Wang, F.1
Tong, X.2
Cheng, J.3
Zhang, Z.4
-
37
-
-
33750455502
-
-
(j) Tambar, U. K.; Kano, T.; Zepernick, J. F.; Stoltz, B. M J. Org. Chem. 2006, 71, 8357.
-
(2006)
J. Org. Chem
, vol.71
, pp. 8357
-
-
Tambar, U.K.1
Kano, T.2
Zepernick, J.F.3
Stoltz, B.M.4
-
38
-
-
30744456247
-
-
For a review of cross-coupling/electrocylization in synthesis, see: k
-
For a review of cross-coupling/electrocylization in synthesis, see: (k) Beaudry, C. M.; Malerich, J. P.; Trauner, D. Chem. Rev. 2005, 105, 4757.
-
(2005)
Chem. Rev
, vol.105
, pp. 4757
-
-
Beaudry, C.M.1
Malerich, J.P.2
Trauner, D.3
-
39
-
-
59849096784
-
-
See the Supporting Information for details of substrate preparation and proof of stereochemistry
-
See the Supporting Information for details of substrate preparation and proof of stereochemistry.
-
-
-
-
40
-
-
17744380007
-
-
See refs 3e, 6, and: a
-
See refs 3e, 6, and: (a) Chung, W. S.; Patch, R. J.; Player, M. R. J. Org. Chem. 2005, 70, 3741.
-
(2005)
J. Org. Chem
, vol.70
, pp. 3741
-
-
Chung, W.S.1
Patch, R.J.2
Player, M.R.3
-
41
-
-
9944256068
-
-
For an informative mechanistic discussion, see: b
-
For an informative mechanistic discussion, see: (b) Amatore, C.; Bensalem, S.; Ghalem, S.; Jutand, A. J. Organomet. Chem. 2004, 689, 4642.
-
(2004)
J. Organomet. Chem
, vol.689
, pp. 4642
-
-
Amatore, C.1
Bensalem, S.2
Ghalem, S.3
Jutand, A.4
-
43
-
-
0037189214
-
-
(b) Yu, J.; Gaunt, M. J.; Spencer, J. B. J. Org. Chem. 2002, 67, 4627.
-
(2002)
J. Org. Chem
, vol.67
, pp. 4627
-
-
Yu, J.1
Gaunt, M.J.2
Spencer, J.B.3
-
45
-
-
3543046453
-
-
For an example of fused-ring cyclooctatrienes that do not undergo 6π-electrocyclization, see: a
-
For an example of fused-ring cyclooctatrienes that do not undergo 6π-electrocyclization, see: (a) Paquette, L. A.; Photis, J. M.; Micheli, R. P. J. Am. Chem. Soc. 1977, 99, 7899.
-
(1977)
J. Am. Chem. Soc
, vol.99
, pp. 7899
-
-
Paquette, L.A.1
Photis, J.M.2
Micheli, R.P.3
-
46
-
-
0037035010
-
-
(b) Hayashi, R.; Fernández, S.; Okamura, W. H. Org. Lett. 2002, 4, 851.
-
(2002)
Org. Lett
, vol.4
, pp. 851
-
-
Hayashi, R.1
Fernández, S.2
Okamura, W.H.3
-
47
-
-
0141520554
-
-
Varela, J. A.; Castedo, L.; Saá, C. Org. Lett. 2003, 5, 2841. See also ref 10.
-
(c) Varela, J. A.; Castedo, L.; Saá, C. Org. Lett. 2003, 5, 2841. See also ref 10.
-
-
-
-
48
-
-
0000002177
-
-
Lautens, M.; Smith, N. D.; Ostrovsky, D. J. Org. Chem. 1997, 62, 8970.
-
(1997)
J. Org. Chem
, vol.62
, pp. 8970
-
-
Lautens, M.1
Smith, N.D.2
Ostrovsky, D.3
-
49
-
-
28744447770
-
-
For a single previous instance of a presumed 8π/aromatization-driven 6π-cyclization, see: Pelly, S. C, Parkinson, C. J, van Otterlo, W. A. L, de Koning, C. B. J. Org. Chem. 2005, 70, 10474. While this work was in progress, an elegant synthesis of fenestranes via 8π/6π-cyclization was reported by Suffert; see ref 6f
-
For a single previous instance of a presumed 8π/aromatization-driven 6π-cyclization, see: Pelly, S. C.; Parkinson, C. J.; van Otterlo, W. A. L.; de Koning, C. B. J. Org. Chem. 2005, 70, 10474. While this work was in progress, an elegant synthesis of fenestranes via 8π/6π-cyclization was reported by Suffert; see ref 6f.
-
-
-
|