-
1
-
-
0038559303
-
-
For recent examples, see: V. Nair, S. Bindu, V. Sreekumar, and A. Chiaroni Org. Lett. 4 2002 2821 2823
-
(2002)
Org. Lett.
, vol.4
, pp. 2821-2823
-
-
Nair, V.1
Bindu, S.2
Sreekumar, V.3
Chiaroni, A.4
-
5
-
-
0032882713
-
-
L.N. Pridgen, K. Huang, S. Shilcrat, A. Tickner-Eldridge, C. DeBrosse, and R.C. Haltiwanger Synlett 1999 1612 1614
-
(1999)
Synlett
, pp. 1612-1614
-
-
Pridgen, L.N.1
Huang, K.2
Shilcrat, S.3
Tickner-Eldridge, A.4
Debrosse, C.5
Haltiwanger, R.C.6
-
7
-
-
6344243267
-
-
C. Prandi, A. Ferrali, A. Guarna, P. Venturello, and E.G. Occhiato J. Org. Chem. 69 2004 7705 7709
-
(2004)
J. Org. Chem.
, vol.69
, pp. 7705-7709
-
-
Prandi, C.1
Ferrali, A.2
Guarna, A.3
Venturello, P.4
Occhiato, E.G.5
-
9
-
-
3543126652
-
-
For a related process involving asymmetric proton transfer to the Nazarov intermediate, see: G. Liang, and D. Trauner J. Am. Chem. Soc. 126 2004 9544 9545
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 9544-9545
-
-
Liang, G.1
Trauner, D.2
-
23
-
-
0000422935
-
-
Denmark and Klix did observe halogen incorporation during a silyl-directed Nazarov cyclization via an apparent oxidative pathway involving the iron(III) enolate intermediate formed after elimination: S.E. Denmark, and R.C. Klix Tetrahedron 44 1988 4043 4060
-
(1988)
Tetrahedron
, vol.44
, pp. 4043-4060
-
-
Denmark, S.E.1
Klix, R.C.2
-
24
-
-
0030580345
-
-
For another example of apparent oxidative chlorination during a Nazarov-type process, see: V. Fiandanese, G. Marchese, A. Punzi, and G. Ruggieri Tetrahedron Lett. 37 1996 8455 8458
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 8455-8458
-
-
Fiandanese, V.1
Marchese, G.2
Punzi, A.3
Ruggieri, G.4
-
25
-
-
33044498913
-
-
note
-
In those cases where minor amounts of the alternative endo cyclization isomers were observed (e.g., 3b and 3c ), coupling between bridgehead protons H(3) and H(4) was clearly observed in these isomers.
-
-
-
-
26
-
-
0012456806
-
-
For related Nazarov-type cyclization of a nopinone-derived allyl-benzyl alcohol, see: K.C. Rupert, C.C. Liu, T.T. Mguyen, M.A. Whitener, and J.R. Sowa Jr. Organometallics 21 2002 144 149
-
(2002)
Organometallics
, vol.21
, pp. 144-149
-
-
Rupert, K.C.1
Liu, C.C.2
Mguyen, T.T.3
Whitener, M.A.4
Sowa Jr., J.R.5
-
30
-
-
0000638821
-
-
N.G. Rondan, M.N. Paddon-Row, P. Caramella, J. Mareda, P.H. Mueller, and K.N. Houk J. Am. Chem. Soc. 104 1982 4974 4976
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 4974-4976
-
-
Rondan, N.G.1
Paddon-Row, M.N.2
Caramella, P.3
Mareda, J.4
Mueller, P.H.5
Houk, K.N.6
-
37
-
-
33044503939
-
-
unpublished results.
-
White, T. D., unpublished results.
-
-
-
White, T.D.1
-
38
-
-
0037163327
-
-
For an example of kinetic alkylation of nopinone from the endo face, see: K.R. Campos, S. Lee, M. Journet, J.J. Kowal, D. Cai, R.D. Larsen, and P.J. Reider Tetrahedron Lett. 43 2002 6957 6959
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 6957-6959
-
-
Campos, K.R.1
Lee, S.2
Journet, M.3
Kowal, J.J.4
Cai, D.5
Larsen, R.D.6
Reider, P.J.7
-
39
-
-
33044484097
-
-
submitted for publication.
-
We have observed that simple deprotonation of the Nazarov intermediate is slow for bridged bicyclic substrates when other termination pathways are available. For examples involving the participation of a remote alkene, see: Giese, S.; Mazzola, R. D., Jr.; Amann, C. M.; Arif, A. M.; West, F. G., submitted for publication.
-
-
-
Giese, S.1
Mazzola Jr., R.D.2
Amann, C.M.3
Arif, A.M.4
West, F.G.5
|