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Lavie, D.1
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0342643702
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(Warner-Lambert Company). PCT Int. Appl. WO Patent 97 33859, 1997; CA 127, 278461, 1997
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Horwell, D. C.; Bryans, J. S.; Kneen, C. O.; Morrell, A. I.; Ratcliffe, G. S. (Warner-Lambert Company). PCT Int. Appl. WO Patent 97 33859, 1997; CA 127, 278461, 1997.
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Horwell, D.C.1
Bryans, J.S.2
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Ratcliffe, G.S.5
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6
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0342643701
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(Shinetsu Chem. Ind. Co, Japan). Jpn. Kokai Tokkyo Koho JP Patent 0820588, 1996; CA 124, 328568, 1996
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Shimizu, T.; Kano, T.; Ogiwara, T.; Kaneko, T.; Nakajima, M.; Kurihara, H. (Shinetsu Chem. Ind. Co, Japan). Jpn. Kokai Tokkyo Koho JP Patent 0820588, 1996; CA 124, 328568, 1996.
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Shimizu, T.1
Kano, T.2
Ogiwara, T.3
Kaneko, T.4
Nakajima, M.5
Kurihara, H.6
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9
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0343513998
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(c) McCarthy Cole, B.; Han, L.; Snider, B. B. J. Org. Chem. 1996, 61, 7832.
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McCarthy Cole, B.1
Han, L.2
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(d) O'Neil, S. V.; Quickley, Ch. A.; Snider, B. B. J. Org. Chem. 1997, 62, 1970.
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O'Neil, S.V.1
Quickley, Ch.A.2
Snider, B.B.3
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0342643699
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Mijs, W. J.; de Jonge, C. R. H. I., Eds.; Plenum Press: New York
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(a) De Klein, W. J. In Organic Synthesis by Oxidation with Metal Compounds; Mijs, W. J.; de Jonge, C. R. H. I., Eds.; Plenum Press: New York, 1986, p. 216.
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De Klein, W.J.1
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(c) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519.
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Iqbal, J.1
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Nayyar, N.K.3
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0028094537
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Kosugi, H.; Kanno, O.; Uda, H. Tetrahedron: Asymmetry 1994, 5, 1139.
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Kosugi, H.1
Kanno, O.2
Uda, H.3
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16
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37049081677
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Carreño, M. C.; García Ruano, J. L.; Pedregal, C.; Rubio, A. J. Chem. Soc., Perkin Trans. 1 1989, 1335.
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Carreño, M.C.1
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Pedregal, C.3
Rubio, A.4
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18
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0343949752
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note
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Allylation in conditions reported in Ref. 6 (NaH, allyl bromide, DMF) are also satisfactory. Nevertheless, the instability of 3 in the conditions required to eliminate the solvent (DMF), previous to the cyclization step, made it advisable to use phase transfer conditions in dichloromethane. Under these conditions, compound 3 was obtained as a mixture of epimers at C-2, with des ranging between 80 and 86%.
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19
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49549126692
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(a) Trost, B. M.; Arndt, H. C.; Strege, P. E.; Verhoeven, T. R. Tetrahedron Lett. 1976, 39, 3477.
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Tetrahedron Lett.
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Trost, B.M.1
Arndt, H.C.2
Strege, P.E.3
Verhoeven, T.R.4
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20
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0343077879
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note
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4Cl, was unsuccessful.
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23
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37049136510
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(c) Martin, J.; Parker, W.; Shroot, B.; Stewart, T. J. Chem. Soc. (C) 1967, 101.
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J. Chem. Soc. (C)
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Martin, J.1
Parker, W.2
Shroot, B.3
Stewart, T.4
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28
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0343949750
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Eur. Pat. Appl. EP Patent 678517, 1995; CA 124, 145901, 1996 and Jpn. Kokai Tokkyo Koho JP Patent 07258245, 1995; CA 124, 175832, 1996
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Momota, J; Imura, T.; Kobayakawa, T. Eur. Pat. Appl. EP Patent 678517, 1995; CA 124, 145901, 1996 and Jpn. Kokai Tokkyo Koho JP Patent 07258245, 1995; CA 124, 175832, 1996.
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Momota, J.1
Imura, T.2
Kobayakawa, T.3
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29
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0343513994
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note
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HPLC analysis was performed with: (a) Chiral column Chiralpak AS (25 cm×0.46 cm) eluting with a mixture of n-hexane:isopropanol (90:10), flow rate=1.0 mL/min, detection 220 nm, retention times: (-)-4, t=9.1 min; (+)-4, t=11.2 min; (-)-7, t=8.6 min; (+)-7, t=12.0 min.
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30
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0342643696
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note
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(b) Chiral column Chiralcel OD (25 cm×0.46 cm) eluting with a mixture of n-hexane/isopropanol (99:1), flow rate=1.0 mL/min, detection 254 nm, retention times: (-)-9, t=4.1 min; (+)-9, t=5.2 min; (-)-10, t=5.4 min; (+)-10, t=7.7 min.
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31
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0343077877
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note
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(c) The ee of compound 5 could not be determined by chiral HPLC due to its insolubility in the eluting mixture.
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35
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0028213283
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(b) Hiroi, K.; Abe, J.; Suya, K.; Sato, S.; Koyama, T. J. Org. Chem. 1994, 59, 203.
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J. Org. Chem.
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Hiroi, K.1
Abe, J.2
Suya, K.3
Sato, S.4
Koyama, T.5
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36
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0000457820
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Bravo, P.; Pregnolato, M.; Resnati, G. J. Org. Chem. 1992, 57, 2726.
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J. Org. Chem.
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Bravo, P.1
Pregnolato, M.2
Resnati, G.3
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37
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0000370598
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Snider, B. B.; Yu-Fong Wau, B.; Buckman, B. O.; Foxman, B. M. J. Org. Chem. 1991, 56, 328.
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J. Org. Chem.
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Snider, B.B.1
Yu-Fong Wau, B.2
Buckman, B.O.3
Foxman, B.M.4
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40
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37049083313
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(c) House, S.; Jenkins, P. R.; Fawcett, J.; Russell, D. R. J. Chem. Soc., Chem. Commun. 1987, 1844.
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(1987)
J. Chem. Soc., Chem. Commun.
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House, S.1
Jenkins, P.R.2
Fawcett, J.3
Russell, D.R.4
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42
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0001732694
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Allinger, N. L.; Eliel, E. L., Eds.; Interscience Publishers: New York
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Crabbe, P.; Hirsch, J.A.; Mislow, K.; Raban, M.; Schlögl, K. Topics in Stereochemistry, vol. 1; Allinger, N. L.; Eliel, E. L., Eds.; Interscience Publishers: New York, 1967.
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Topics in Stereochemistry
, vol.1
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Crabbe, P.1
Hirsch, J.A.2
Mislow, K.3
Raban, M.4
Schlögl, K.5
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43
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0004326556
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Alhambra, Madrid
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3J≈8 Hz) typical of a disposition anti (Pretsch, E.; Clerc, T.; Seibl.; Simon W. Tablas para la elucidación estructural de compuestos orgánicos por métodos espectroscópicos; Alhambra, Madrid, 1989) and, additionally, the fact that no correlation was observed between H-3eq and C-7, allowed the unambiguous assignment of conformation I for compound 4. (Matrix Presented)
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(1989)
Tablas para la Elucidación Estructural de Compuestos Orgánicos Por Métodos Espectroscópicos
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Pretsch, E.1
Clerc, T.2
Seibl3
Simon, W.4
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44
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0343949749
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note
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The formation of the more congested five-membered exo radicals would be difficult because of the size of substituent at C-2.
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45
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0000026402
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(a) Kochi, J. K.; Bemis, A.; Jenkins, C. L. J. Am. Chem. Soc. 1968, 90, 4616.
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(1968)
J. Am. Chem. Soc.
, vol.90
, pp. 4616
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Kochi, J.K.1
Bemis, A.2
Jenkins, C.L.3
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48
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0343949747
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Kochi, J. K., Ed.; Wiley: New York, chapter 11
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(d) Kochi, J. K. In Free Radicals; Kochi, J. K., Ed.; Wiley: New York, 1973; chapter 11.
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Free Radicals
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Kochi, J.K.1
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49
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0000492201
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(e) Kochi, J. K. Science 1967, 155, 415.
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(1967)
Science
, vol.155
, pp. 415
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Kochi, J.K.1
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50
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0343513992
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note
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1H NOESY spectrum of compound 9 is in full agreement with the axial arrangement of the sulfenyl group, showing connectivities between the proton H-2′ and the protons H-4ax and H-6ax and also between the proton H-8 and the protons H-3ax and H-3eq.
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52
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0342643694
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note
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2) regardless of the conformational behavior of the substrates. Nevertheless, the fact that reaction time required for the complete evolution of compound 9 was larger (36 h) than that for 4 (8 h) suggests to us that this is not the case and other factors must be involved.
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