-
3
-
-
0003438822
-
-
B. G. Teubner: Stuttgart
-
(c) Vögtle, F. Cyclophan-Chemie; B. G. Teubner: Stuttgart, 1990.
-
(1990)
Cyclophan-Chemie
-
-
Vögtle, F.1
-
4
-
-
0003825877
-
-
Royal Society of Chemistry: London
-
(d) Diederich, F. N. Cyclophanes; Royal Society of Chemistry: London, 1991.
-
(1991)
Cyclophanes
-
-
Diederich, F.N.1
-
6
-
-
0000591893
-
-
For some recent examples of novel small cyclophanes, see: (a) Bodwell, G. J.; Miller, D. O.; Vermeij, R. J. Org. Lett. 2001, 3, 2093-2096.
-
(2001)
Org. Lett.
, vol.3
, pp. 2093-2096
-
-
Bodwell, G.J.1
Miller, D.O.2
Vermeij, R.J.3
-
7
-
-
0035902773
-
-
(b) Boydston, A. J.; Bondarenko, L.; Dix, I.; Weakley, T. J. R.; Hopf, H.; Haley, M. M. Angew. Chem., Int. Ed. 2001, 40, 2986-2989.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 2986-2989
-
-
Boydston, A.J.1
Bondarenko, L.2
Dix, I.3
Weakley, T.J.R.4
Hopf, H.5
Haley, M.M.6
-
8
-
-
0345294097
-
-
Schmalz, H.-G., Ed.; Wiley-VCH: Weinheim, Germany
-
(c) Bodwell, G. J. In Organic Synthesis Highlights IV; Schmalz, H.-G., Ed.; Wiley-VCH: Weinheim, Germany, 2000.
-
(2000)
Organic Synthesis Highlights
, vol.4
-
-
Bodwell, G.J.1
-
9
-
-
0034826404
-
-
(a) Smith, A. B., III; Adams, C. M.; Kozmin, S. A.; Paone, D. V. J. Am. Chem. Soc. 2001, 123, 5925-5937.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 5925-5937
-
-
Smith A.B. III1
Adams, C.M.2
Kozmin, S.A.3
Paone, D.V.4
-
10
-
-
0034709378
-
-
(b) Smith, A. B., III; Kozmin, S. A.; Adams, C. M.; Paone, D. V. J. Am. Chem. Soc. 2000, 122, 4984-4985.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 4984-4985
-
-
Smith A.B. III1
Kozmin, S.A.2
Adams, C.M.3
Paone, D.V.4
-
11
-
-
0033581176
-
-
(c) Smith, A. B., III; Kozmin, S. A.; Paone, D. V. J. Am. Chem. Soc. 1999, 121, 7423-7424.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 7423-7424
-
-
Smith A.B. III1
Kozmin, S.A.2
Paone, D.V.3
-
12
-
-
0034709454
-
-
(d) Hoye, T. R.; Humpal, P. E.; Moon, B. J. Am. Chem. Soc. 2000, 122, 4982-4983.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 4982-4983
-
-
Hoye, T.R.1
Humpal, P.E.2
Moon, B.3
-
13
-
-
0035812407
-
-
Pyrrolophanes have served as key intermediates in the synthesis of roseophylin: (a) Harrington, P. E.; Tius, M. A. J. Am. Chem. Soc. 2001, 123, 8509-8514.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 8509-8514
-
-
Harrington, P.E.1
Tius, M.A.2
-
15
-
-
0033591877
-
-
A furanophane was constructed as a key intermediate in the synthesis of eleutherobin; (c) Chen, X.-T.; Bhattacharya, S. K.; Zhou, B.; Gutteridge, C. E.; Pettus, T. R. R.; Danishefsky, S. J. J. Am. Chem. Soc. 1999, 121, 6563-6579.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 6563-6579
-
-
Chen, X.-T.1
Bhattacharya, S.K.2
Zhou, B.3
Gutteridge, C.E.4
Pettus, T.R.R.5
Danishefsky, S.J.6
-
16
-
-
0033515731
-
-
Furanophanes and their transannular Diels-Alder reactions have been reported in synthetic approaches to chanticin; (d) Toró, A.; Wang, Y.; Deslongchamps, P. Tetrahedron Lett. 1999, 40, 2765-2768.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 2765-2768
-
-
Toró, A.1
Wang, Y.2
Deslongchamps, P.3
-
17
-
-
0033515732
-
-
(e) Toró, A.; Wang, Y.; Drouin, M.; Deslongchamps, P. Tetrahedron Lett. 1999, 40, 2769-2772.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 2769-2772
-
-
Toró, A.1
Wang, Y.2
Drouin, M.3
Deslongchamps, P.4
-
18
-
-
0034618286
-
-
See also: (f) Toró, A.; L'Heureux, A.; Deslongchamps, P. Org. Lett. 2000, 2, 2737-2740.
-
(2000)
Org. Lett.
, vol.2
, pp. 2737-2740
-
-
Toró, A.1
L'Heureux, A.2
Deslongchamps, P.3
-
21
-
-
0035948168
-
-
(c) Wan, Z.-K.; Woo, G. H. C.; Snyder, J. K. Tetrahedron 2001, 57, 5497-5507.
-
(2001)
Tetrahedron
, vol.57
, pp. 5497-5507
-
-
Wan, Z.-K.1
Woo, G.H.C.2
Snyder, J.K.3
-
22
-
-
0033786420
-
-
(d) González, J. C.; Dedola, T.; Santana, L.; Uriarte, E.; Begala, M.; Copez, D.; Podda, G. J. Heterocycl. Chem. 2000, 37, 907-910.
-
(2000)
J. Heterocycl. Chem.
, vol.37
, pp. 907-910
-
-
González, J.C.1
Dedola, T.2
Santana, L.3
Uriarte, E.4
Begala, M.5
Copez, D.6
Podda, G.7
-
25
-
-
0029744577
-
-
(g) Dang, Q.; Brown, B. S.; Erion, M. D. J. Org. Chem. 1996, 61, 5204-5205.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5204-5205
-
-
Dang, Q.1
Brown, B.S.2
Erion, M.D.3
-
26
-
-
0033597618
-
-
(h) Dang, Q.; Liu, Y.; Erion, M. D. J. Am. Chem. Soc. 1999, 121, 5833-5834.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 5833-5834
-
-
Dang, Q.1
Liu, Y.2
Erion, M.D.3
-
27
-
-
0035823149
-
-
(i) Yu, Z.-X.; Dang, Q.; Wu, Y.-D. J. Org. Chem. 2001, 66, 6029-6036.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 6029-6036
-
-
Yu, Z.-X.1
Dang, Q.2
Wu, Y.-D.3
-
28
-
-
37049085571
-
-
For example, see: (a) Nesi, R.; Giomi, D.; Turchi, S.; Falai, A. J. Chem. Soc., Chem. Commun. 1995, 2201-2202.
-
(1995)
J. Chem. Soc., Chem. Commun.
, pp. 2201-2202
-
-
Nesi, R.1
Giomi, D.2
Turchi, S.3
Falai, A.4
-
29
-
-
0001072505
-
-
(b) Haider, N.; Mereitner, K.; Wanko, R. Heterocycles 1995, 41, 1445-1459.
-
(1995)
Heterocycles
, vol.41
, pp. 1445-1459
-
-
Haider, N.1
Mereitner, K.2
Wanko, R.3
-
30
-
-
0034712239
-
-
Benson, S. C.; Lee, L.; Yang, L.; Snyder, J. K. Tetrahedron 2000, 56, 1165-1180.
-
(2000)
Tetrahedron
, vol.56
, pp. 1165-1180
-
-
Benson, S.C.1
Lee, L.2
Yang, L.3
Snyder, J.K.4
-
31
-
-
0035858717
-
-
Marsault, E.; Toró, A.; Nowak, P.; Deslongchamps, P. Tetrahedron 2001, 57, 4243-4260.
-
(2001)
Tetrahedron
, vol.57
, pp. 4243-4260
-
-
Marsault, E.1
Toró, A.2
Nowak, P.3
Deslongchamps, P.4
-
32
-
-
0007586467
-
-
For a transannular Diels-Alder reaction of a [3.3]cyclophane see: (b) Longone, D. T.; Gladysz, J. A. Tetrahedron Lett. 1976, 17, 4559-4562.
-
(1976)
Tetrahedron Lett.
, vol.17
, pp. 4559-4562
-
-
Longone, D.T.1
Gladysz, J.A.2
-
33
-
-
0035794960
-
-
(a) Ortner, B.; Waibel, R.; Gmeiner, P. Angew. Chem., Int. Ed. 2001, 40, 1283-1285.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 1283-1285
-
-
Ortner, B.1
Waibel, R.2
Gmeiner, P.3
-
34
-
-
0033527804
-
-
(b) Bodwell, G. J.; Li, J.; Miller, D. O. Tetrahedron 1999, 55, 12939-12956.
-
(1999)
Tetrahedron
, vol.55
, pp. 12939-12956
-
-
Bodwell, G.J.1
Li, J.2
Miller, D.O.3
-
36
-
-
84987265388
-
-
(d) Bergman, J.; Carlsson, R.; Sjöberg, B. J. Heterocycl. Chem. 1977, 14, 1123-1134.
-
(1977)
J. Heterocycl. Chem.
, vol.14
, pp. 1123-1134
-
-
Bergman, J.1
Carlsson, R.2
Sjöberg, B.3
-
37
-
-
0009672704
-
-
(e) Oliver, J. E.; Waters, R. M.; Lusby, W. R.; Flippen-Anderson, J. L. J. Heterocycl. Chem. 1991, 28, 1569-1572.
-
(1991)
J. Heterocycl. Chem.
, vol.28
, pp. 1569-1572
-
-
Oliver, J.E.1
Waters, R.M.2
Lusby, W.R.3
Flippen-Anderson, J.L.4
-
38
-
-
0043096203
-
-
note
-
Details of this unsuccessful route will be described in a forthcoming publication.
-
-
-
-
40
-
-
33750283011
-
-
(b) Miyaura, N.; Ishiyama, T.; Sasaki, H.; Ishikawa, M.; Satoh, M.; Suzuki, A. J. Am. Chem. Soc. 1989, 111, 314-321.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 314-321
-
-
Miyaura, N.1
Ishiyama, T.2
Sasaki, H.3
Ishikawa, M.4
Satoh, M.5
Suzuki, A.6
-
41
-
-
33751385493
-
-
(c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org. Chem. 1993, 58, 2201-2208.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 2201-2208
-
-
Oh-e, T.1
Miyaura, N.2
Suzuki, A.3
-
42
-
-
0028020952
-
-
(a) Holzapfel, C. W.; Bischohberger, K.; Olivier, J. Synth. Commun. 1994, 24, 3197-3212.
-
(1994)
Synth. Commun.
, vol.24
, pp. 3197-3212
-
-
Holzapfel, C.W.1
Bischohberger, K.2
Olivier, J.3
-
43
-
-
0042595297
-
-
(b) Sainsbury, M.; Weerasinghe, D.; Dolman, D. J. Chem. Soc., Perkin Trans. 1 1982, 587-590.
-
(1982)
J. Chem. Soc., Perkin Trans. 1
, pp. 587-590
-
-
Sainsbury, M.1
Weerasinghe, D.2
Dolman, D.3
-
44
-
-
0006099289
-
-
(c) Fishwick, C. W. G.; Jones, A. D.; Mitchell, M. B. Heterocycles 1991, 32, 685-692.
-
(1991)
Heterocycles
, vol.32
, pp. 685-692
-
-
Fishwick, C.W.G.1
Jones, A.D.2
Mitchell, M.B.3
-
47
-
-
0010168258
-
-
(b) Barry, J.; Bram, G.; Decodts, G.; Loupy, A.; Pigeon, P.; Sansoulet, J. Tetrahedron 1983, 39, 2669-2672.
-
(1983)
Tetrahedron
, vol.39
, pp. 2669-2672
-
-
Barry, J.1
Bram, G.2
Decodts, G.3
Loupy, A.4
Pigeon, P.5
Sansoulet, J.6
-
48
-
-
0034693296
-
-
Witulski, B.; Buschmann, N.; Bergsträsser, U. Tetrahedron 2000, 56, 8473-8480.
-
(2000)
Tetrahedron
, vol.56
, pp. 8473-8480
-
-
Witulski, B.1
Buschmann, N.2
Bergsträsser, U.3
-
49
-
-
0032762398
-
-
Shin, M.-S.; Kang, Y.-J.; Chung, H.-A.; Park, J.-W.; Kweon, D.-H; Lee, W. S.; Yoon, Y.-J. J. Heterocycl. Chem. 1999, 36, 1135-1142.
-
(1999)
J. Heterocycl. Chem.
, vol.36
, pp. 1135-1142
-
-
Shin, M.-S.1
Kang, Y.-J.2
Chung, H.-A.3
Park, J.-W.4
Kweon, D.-H.5
Lee, W.S.6
Yoon, Y.-J.7
-
54
-
-
0042094370
-
-
note
-
For this cyclophane, the term endo is used to describe conformers in which the nitrogen atoms of the pyridazine ring are situated underneath the indole system. The term exo is used to describe conformers in which the nitrogen atoms of the pyridazine ring are situated away from the indole system, as shown in Scheme 2.
-
-
-
-
55
-
-
84952505114
-
-
Ohsawa, A.; Abe, Y.; Igeta, H. Chem. Pharm. Bull. 1978, 26, 2550-2554.
-
(1978)
Chem. Pharm. Bull.
, vol.26
, pp. 2550-2554
-
-
Ohsawa, A.1
Abe, Y.2
Igeta, H.3
-
56
-
-
0041593375
-
-
note
-
Intermediate 9 is the result of an intramolecular IEDDA reaction from an exo conformation. Reaction from an endo conformation would afford a different diastereoisomer, but this would also produce (±)-10 upon expulsion of nitrogen.
-
-
-
-
58
-
-
0034273688
-
-
(a) For a review of strychnine syntheses, see: Bonjoch, J.; Solé, D. Chem. Rev. 2000, 100, 3455-3482.
-
(2000)
Chem. Rev.
, vol.100
, pp. 3455-3482
-
-
Bonjoch, J.1
Solé, D.2
-
59
-
-
0034835317
-
-
For subsequent strychnine syntheses, see: (b) Ito, M.; Clark, C. W.; Mortimore, M.; Goh, J. B.; Martin, S. F. J. Am. Chem. Soc. 2001, 123, 8003-8010.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 8003-8010
-
-
Ito, M.1
Clark, C.W.2
Mortimore, M.3
Goh, J.B.4
Martin, S.F.5
-
60
-
-
0034632432
-
-
(c) Eichberg, M. J.; Dorta, R. L.; Lamottke, K.; Vollhardt, K. P. C. Org. Lett. 2000, 2, 2479-2481.
-
(2000)
Org. Lett.
, vol.2
, pp. 2479-2481
-
-
Eichberg, M.J.1
Dorta, R.L.2
Lamottke, K.3
Vollhardt, K.P.C.4
-
61
-
-
0035955025
-
-
(d) Eichberg, M. J.; Dorta, R. L.; Grotjahn, D. B.; Lamottke, K.; Schmidt, M.; Vollhardt, K. P. C. J. Am. Chem. Soc. 2001, 123, 9324-9337.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9324-9337
-
-
Eichberg, M.J.1
Dorta, R.L.2
Grotjahn, D.B.3
Lamottke, K.4
Schmidt, M.5
Vollhardt, K.P.C.6
|