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L. L. Rogers, L. Zeng, J. L. McLaughlin, J. Org. Chem. 1998, 63, 3781-3785.
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Rogers, L.L.1
Zeng, L.2
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2
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0007834996
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K. K. Purushothaman, A. Sarada, A. Saraswathy, Can. J. Chem. 1987, 65, 150-153.
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Purushothaman, K.K.1
Sarada, A.2
Saraswathy, A.3
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9
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0027213054
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R. Tavares, T. Randoux, J.-C. Braekman, D. Daloze, Tetrahedron 1993, 49, 5079-5090.
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Tavares, R.1
Randoux, T.2
Braekman, J.-C.3
Daloze, D.4
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11
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0142036781
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M. Koreeda, Y. Tanaka, A. Schwartz, J. Org. Chem. 1980, 45, 1172-1174.
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Koreeda, M.1
Tanaka, Y.2
Schwartz, A.3
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12
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0342927505
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note
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The base sensitivity of substrate 7 could be ascribed to acetyl "neighboring group participation", which should facilitate the C-3 and/or C-4 deacetylation.
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13
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0021952325
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[9a] R., H. Schlessinger, G. R. Bebernitz, P. Lin, A. J. Poss, J. Am. Chem. Soc. 1985, 107, 1777-1778.
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J. Am. Chem. Soc.
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R, H.S.1
Bebernitz, G.R.2
Lin, P.3
Poss, A.J.4
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16
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0017777741
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P. A. Grieco, M. Nishizawa, T. Oguri, S. D. Burke, N. Marinovic, J. Am. Chem. Soc. 1977, 99, 5773-5779.
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Grieco, P.A.1
Nishizawa, M.2
Oguri, T.3
Burke, S.D.4
Marinovic, N.5
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18
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0001020134
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P. L. Julian, E. W. Meyer, W. J. Karpel, I. R. Waller, J. Am. Chem. Soc. 1950, 72, 5145-5147.
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Julian, P.L.1
Meyer, E.W.2
Karpel, W.J.3
Waller, I.R.4
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19
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0018857525
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Assignments were performed on the basis of ref.[7b] An incorrect (opposite) assignment is reported in: F. J. Brown, C. Djer-assi, J. Org. Chem. 1980, 45, 807-817.
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J. Org. Chem.
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Brown, F.J.1
Djer-Assi, C.2
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21
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0001672360
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2O (S. Deng, B. Yu, Y. Hui, J. Org. Chem. 1999, 64, 202-208) resulted either in the absence of reactivity or in the formation of unidentified side products.
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(1997)
J. Org. Chem.
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Marcantoni, E.1
Nobili, F.2
Bartoli, G.3
Bosco, M.4
Sambri, L.5
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22
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37049089495
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-
2O (S. Deng, B. Yu, Y. Hui, J. Org. Chem. 1999, 64, 202-208) resulted either in the absence of reactivity or in the formation of unidentified side products.
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(1989)
J. Chem. Soc., Perkin Trans. 1
, vol.1
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Sargent, M.V.1
Wangchareontrakul, S.2
Jefferson, A.3
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23
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0033534604
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2O (S. Deng, B. Yu, Y. Hui, J. Org. Chem. 1999, 64, 202-208) resulted either in the absence of reactivity or in the formation of unidentified side products.
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(1999)
J. Org. Chem.
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-
Deng, S.1
Yu, B.2
Hui, Y.3
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24
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0342493338
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-
note
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It is important to note that 16-dehydropregnenolone can easily be obtained from diosgenin (Marker's degradation); thus, the only real difference between the two synthetic approaches is the 4β-acetoxylation step: The first approach starts with the 4β-acetoxylation of the diosgenin, while the second postpones it until after the side chain degradation.
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25
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0343798561
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note
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[1.3]
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