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47149093553
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Wuitschik, G.; Rogers-Evans, M.; Buckl, A.; Bernasconi, M.; Märki, M.; Godel, T.; Fischer, H.; Wagner, B.; Parrilla, I.; Schuler, F.; Schneider, J.; Alker, A.; Schweizer, W. B.; Müller, K.; Carreira, E. M. Angew. Chem., Int. Ed. 2008, 47, 4512-4515
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3
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77951114271
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Oxetan-3-one: Chemistry and synthesis
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Gadamasetti, K.; Braish, T., Eds.; CRC Press: Boca Raton
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Wuitschik, G.; Carreira, E. M.; Rogers-Evans, M.; Müller, K. Oxetan-3-one: chemistry and synthesis. In Process Chemistry in the Pharmaceutical Industry; Gadamasetti, K.; Braish, T., Eds.; CRC Press: Boca Raton, 2008; pp 217-229.
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Wuitschik, G.1
Carreira, E.M.2
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4
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77951815028
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Details can be found in: Oxetanes in Drug Discovery. Ph.D. Thesis, ETH Zurich, Zurich
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Details can be found in: Wuitschik, G. Oxetanes in Drug Discovery. Ph.D. Thesis, ETH Zurich, Zurich, 2008.
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Wuitschik, G.1
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Wuitschik, G.; Carreira, E. M.; Wagner, B.; Fischer, H.; Parrilla, I.; Schuler, F.; Rogers-Evans, M.; Muller, K. J. Med. Chem. 2010, 53, in press.
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77951845029
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Burkhard, J. A.; Wuitschik, G.; Rogers-Evans, M.; Müller, K.; Carreira, E. M. Angew. Chem., Int. Ed. 2010, 49, in press.
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77951863266
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Burkhard, J. A.; Wagner, B.; Fischer, H.; Schuler, F.; Müller, K.; Carreira, E. M. Angew. Chem., Int. Ed. 2010, 49, in press
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8
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49649125633
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For other recent work of oxetanes in the field of drug discovery, see
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For other recent work of oxetanes in the field of drug discovery, see: Duncton, M. A. J.; Estiarte, M. A.; Tan, D.; Kaub, C.; OMahony, D. J. R.; Johnson, R. J.; Cox, M.; Edwards, W. T.; Wan, M.; Kincaid, J.; Kelly, M. G. Org. Lett. 2008, 10, 3259-3262
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Omahony, D.J.R.5
Johnson, R.J.6
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Edwards, W.T.8
Wan, M.9
Kincaid, J.10
Kelly, M.G.11
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Duncton, M. A. J.; Estiarte, M. A.; Johnson, R. J.; Cox, M.; OMahony, D. J. R.; Edwards, W. T.; Kelly, M. G. J. Org. Chem. 2009, 74, 6354-6357
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77951836570
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Patents: for hexahydropyrimidines, consider
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Patents: for hexahydropyrimidines, consider
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77951813383
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WO 2007/046867
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Kodumuru, V. WO 2007/046867, 2007.
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Kodumuru, V.1
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77951805421
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EP 413302
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Ballhause, H.; Engelhardt, G.; Landgraf, C. A.; Mayer, N.; Roth, W.; Schumacher, K.; Prox, A. EP 413302, 1990.
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Ballhause, H.1
Engelhardt, G.2
Landgraf, C.A.3
Mayer, N.4
Roth, W.5
Schumacher, K.6
Prox, A.7
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16
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77951863363
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EP 391132. Thioaminals:; WO 1998/039311, 1998
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Schriewer, M.; Grohe, K.; Krebs, A.; Pedersen, U.; Schenke, T.; Haller, I.; Metzger, K. G.; Endermann, R.; Zeiler, H.-J. EP 391132, 1989. Thioaminals: Bateson, J. H.; Gilpin, M. L. WO 1998/039311, 1998.
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Schriewer, M.1
Grohe, K.2
Krebs, A.3
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Haller, I.6
Metzger, K.G.7
Endermann, R.8
Zeiler, H.-J.9
Bateson, J.H.10
Gilpin, M.L.11
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17
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77951873936
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The N -piperonyl-substituted system was prepared in order to facilitate the various analyses
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The N -piperonyl-substituted system was prepared in order to facilitate the various analyses.
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18
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77951804295
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For an overview of the chemistry of these ketones, see
-
For an overview of the chemistry of these ketones, see
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19
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0036365042
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Dejaegher, Y.; Kuzmenok, N. M.; Zvonok, A. M.; De Kimpe, N. Chem. Rev. 2002, 102, 29-60
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0000027955
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For compound 9, see ref 1. Cyclobutane 10 is known; see, e.g
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For compound 9, see ref 1. Cyclobutane 10 is known; see, e.g.: Afzal, M.; Walton, J. C. J. Chem. Soc., Perkin Trans. 2 1999, 93, 937-945
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60749134502
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For an enantioselective synthesis of oxetanes, see
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For an enantioselective synthesis of oxetanes, see: Sone, T.; Lu, G.; Matsunaga, S.; Shibasaki, M. Angew. Chem., Int. Ed. 2009, 48, 1677-1680
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34
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67651099102
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Although the preparation of 16 was not reported, it was suggested as a bifunctional scaffold
-
Although the preparation of 16 was not reported, it was suggested as a bifunctional scaffold: Stocks, M. J.; Wilden, G. R. H.; Pairaudeau, G.; Perry, M. W. D.; Steele, J.; Stonehouse, J. P. Chemmedchem 2009, 4, 800-808
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77951858446
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See, for example
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See, for example
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37
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0344236075
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Otani, Y.; Nagae, O.; Naruse, Y.; Inagaki, S.; Ohno, M.; Yamaguchi, K.; Yamamoto, G.; Uchiyama, M.; Ohwada, T. J. Am. Chem. Soc. 2003, 125, 15191-15199
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0015223121
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For a general discussion about nonplanar amides, consider
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For a general discussion about nonplanar amides, consider: Winkler, F. K.; Dunitz, J. D. J. Mol. Biol. 1971, 59, 169-182
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40
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77951844112
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-
See ref 18: N -tosylaziridine (i, = 291.2°, α = 120.5°), N -tosylazetidine (i, = 338.8°, α = 142.75°)
-
See ref 18: N -tosylaziridine (i, = 291.2°, α = 120.5°), N -tosylazetidine (i, = 338.8°, α = 142.75°).
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-
-
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41
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77951866345
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Note
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A search of the recent patent literature produces a sizable listing. A selection of these include: China: US 2009163512; Novartis: WO 2009077367, WO 2009068682; Boehringer Ingelheim: WO 2009070485; Schering: WO 2009061699, WO 2009058856, WO 2009055331; Syngenta: US 2009068140; Sanofi Aventis: EP 2007, -291010; Santhera: WO 2009010299; Vertex: WO 2009006315; Merck: WO 2008156726.
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(2007)
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-
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42
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77951825359
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Oxetan-3-one is now commercially available from multiple sources, e.g. Synthonix, Inc. (see advertisement in Chem. Eng. News, ())
-
Oxetan-3-one is now commercially available from multiple sources, e.g. Synthonix, Inc. (see advertisement in Chem. Eng. News 2009, 87 (42)).
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(2009)
, vol.87
, Issue.42
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