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1
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0003510601
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and references cited therein
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Chambers, M. S.; Hobbs, S. C.; Graham, M. I.; Watt, A. P.; Fletcher, S. R.; Baker, R.; Freedman, S. B.; Patel, S.; Smith, A. J.; Matassa, V. G. Bioorg. Med. Chem. Lett. 1995, 20, 2308, and references cited therein.
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Chambers, M.S.1
Hobbs, S.C.2
Graham, M.I.3
Watt, A.P.4
Fletcher, S.R.5
Baker, R.6
Freedman, S.B.7
Patel, S.8
Smith, A.J.9
Matassa, V.G.10
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3
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0342917761
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(a) Hohenlohe-Oehringen, K.; Nedden, K.; Bertschneider, H. Monatsh. Chem. 1972, 103, 1532.
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Monatsh. Chem.
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Hohenlohe-Oehringen, K.1
Nedden, K.2
Bertschneider, H.3
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4
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0000532707
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(b) Hermann, C. K. F.; Campbell, J. A.; Greenwood, T. D.; Lewis, J. A.; Wolfe, J. F. J. Org. Chem. 1992, 57, 5328.
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Hermann, C.K.F.1
Campbell, J.A.2
Greenwood, T.D.3
Lewis, J.A.4
Wolfe, J.F.5
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7
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0001044944
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N-heterosubstituted amides
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Moody, C. J., Ed.; Pergamon: Oxford
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Bailey, P. D.; Collier, I. D.; Morgan, K. M. N-Heterosubstituted Amides. In Comprehensive Organic Functional Group Transformations, Vol. 5; Moody, C. J., Ed.; Pergamon: Oxford, 1995; p 257.
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Comprehensive Organic Functional Group Transformations
, vol.5
, pp. 257
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Bailey, P.D.1
Collier, I.D.2
Morgan, K.M.3
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9
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0343788673
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Jpn, Kokai Tokkyo Koho. JP 06172323
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Go, A.; Kudo, S.; Takahashi, T.; Higure, R. Jpn, Kokai Tokkyo Koho. JP 06172323, 1994; Chem. Abstr. 1995, 122, 133207.
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Chem. Abstr.
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Go, A.1
Kudo, S.2
Takahashi, T.3
Higure, R.4
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11
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0025300626
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(b) Matassa, V. G.; Maduskuie, T. P.; Shapiro, H. S.; Hesp, B.; Snyder, D. W.; Aharony, D.; Krell, R. D.; Keith, R. A. J. Med. Chem. 1990, 33, 1781.
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Matassa, V.G.1
Maduskuie, T.P.2
Shapiro, H.S.3
Hesp, B.4
Snyder, D.W.5
Aharony, D.6
Krell, R.D.7
Keith, R.A.8
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13
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0033026336
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Iwasaki, T.; Mihara, S.; Shimamura, T.; Kawakami, M.; Kajiwara, Y.; Naya, N.; Fujimoto, M.; Nakajima, M. J. Cardiovas. Pharmacol. 1999, 34, 139.
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Iwasaki, T.1
Mihara, S.2
Shimamura, T.3
Kawakami, M.4
Kajiwara, Y.5
Naya, N.6
Fujimoto, M.7
Nakajima, M.8
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15
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0027732198
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For recent example of biologically active Nacylarylsulfonamides having an asymmetric center at the α position of the carbonyl group, see the following references. However, all compounds are reported as racemates. (a) All antagonists: Dhanoa, D. S.; Bagley, S. W.; Chang, R. S. L.; Lotti, V. J.; Chen, T. -B.; Kivlighn, S. D.; Zingaro, G. J.; Siegl, P. K. S.; Patchett, A. A.; Greenlee, W. J. J. Med. Chem. 1993, 36, 4239.
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J. Med. Chem.
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, pp. 4239
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Dhanoa, D.S.1
Bagley, S.W.2
Chang, R.S.L.3
Lotti, V.J.4
Chen, T.-B.5
Kivlighn, S.D.6
Zingaro, G.J.7
Siegl, P.K.S.8
Patchett, A.A.9
Greenlee, W.J.10
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16
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18244424424
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(b) ET antagonists: Walsh. T. F.; Fitch, K. J.; Williams, D. L.; Murphy, K. L.; Nolan, N. A.; Pettibone, D. J.; Chang, R. S. L.; O'Malley, S. S.; Clineschmidt, B. V.; Veber, D. F.; Greenlee, W. J. Bioorg. Med. Chem. Lett. 1995. 5, 1155.
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(1995)
Bioorg. Med. Chem. Lett.
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Walsh, T.F.1
Fitch, K.J.2
Williams, D.L.3
Murphy, K.L.4
Nolan, N.A.5
Pettibone, D.J.6
Chang, R.S.L.7
O'Malley, S.S.8
Clineschmidt, B.V.9
Veber, D.F.10
Greenlee, W.J.11
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17
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0342483493
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note
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The optical purity of (R)-2a was determined as (R)-1a by quenching with water. We estimated the optical purity of (R)-2a to be approximately 98%ee at this stage.
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19
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0010016728
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Ketene, their cumulene analogues and their S, Se and Te analogue
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Pattenden, G., Ed.; Pergamon: Oxford
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(b) Harrowven, D. C.; Dennison, S. T. Ketene, Their Cumulene Analogues and Their S, Se and Te Analogue. In Comprehensive Organic Functional Group Transformations, Vol. 3; Pattenden, G., Ed.; Pergamon: Oxford, 1995, p 525.
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(1995)
Comprehensive Organic Functional Group Transformations
, vol.3
, pp. 525
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Harrowven, D.C.1
Dennison, S.T.2
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20
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0343788647
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note
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Commercially available potassium hydroxide contains 12.1% (w/w) of water, which correspond to 1.5 equivalents of (R)-2a in Entry 8 (see experimental).
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22
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0015621978
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For the absolute configuration, see Ref. 14a
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Barlow, R. B.; Franks, F. M.; Pearson, J. D. M. J. Med. Chem. 1973, 16, 439. For the absolute configuration, see Ref. 14a.
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(1973)
J. Med. Chem.
, vol.16
, pp. 439
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Barlow, R.B.1
Franks, F.M.2
Pearson, J.D.M.3
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23
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0342483487
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note
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A catalytic amount of DMF was added for the preparation of 2b-d.
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24
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0342483486
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note
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In the stepwise method for the preparation of 4b-d, 2.2 equivalents of powdered KOH was used while 3.3 equivalents of base was required in the one-pot method.
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25
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0343352908
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note
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The absolute configurations of (R)-1a and (R)-4a were determined by X-ray crystallographic analysis as their diastereomeric salts with ehiral amines, which will be reported elsewhere.
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26
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0031552089
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Dorsch, D.; Mederski, W. W. K. R.; Qsswald, M.; Devant, R. M.; Schmitges, C.; Christadler, M.; Wilm, C. Bioorg. Med. Chem. Lett. 1997, 3, 275.
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(1997)
Bioorg. Med. Chem. Lett.
, vol.3
, pp. 275
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Dorsch, D.1
Mederski, W.W.K.R.2
Qsswald, M.3
Devant, R.M.4
Schmitges, C.5
Christadler, M.6
Wilm, C.7
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