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14
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85034465175
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Unpublished results taken from the Ph.D. dissertation of Dino Ferri at the University of Maryland, 1996
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Unpublished results taken from the Ph.D. dissertation of Dino Ferri at the University of Maryland, 1996.
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15
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19
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85034472751
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note
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2Ph centers and the fact that the active base in each process is most likely different.
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20
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0029918287
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Khim, S. K.; Cederstrom, E.; Ferri, D. C.; Mariano, P. S. Tetrahedron 1996, 52, 3195. Kim, S. K.; Wu, X.; Mariano, P. S. Tetrahedron Lett. 1996, 37, 571.
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0030032059
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Khim, S. K.; Cederstrom, E.; Ferri, D. C.; Mariano, P. S. Tetrahedron 1996, 52, 3195. Kim, S. K.; Wu, X.; Mariano, P. S. Tetrahedron Lett. 1996, 37, 571.
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Kim, S.K.1
Wu, X.2
Mariano, P.S.3
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22
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85034470936
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note
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(a) This stereochemical outcome is consistent with a simple Felkin-Ahn prediction and similar to that observed in other addition reactions of chiral α-amino carbonyl compounds (ref 17b).
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24
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85034468688
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We have found that CTAN and CAN are about as equally effective in promoting these processes
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We have found that CTAN and CAN are about as equally effective in promoting these processes.
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25
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85034470978
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Personal communication from Professor L. E. Overman
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Personal communication from Professor L. E. Overman.
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26
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85034475222
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manuscript in preparation
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Kim, H. J.; Yoon, U. C.; Jung, Y. S.; Park, N. S.; Cederstrom, E. M.; Mariano, P. S. (manuscript in preparation).
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Kim, H.J.1
Yoon, U.C.2
Jung, Y.S.3
Park, N.S.4
Cederstrom, E.M.5
Mariano, P.S.6
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27
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85034477754
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Narasaka (ref 21b) has also demonstrated that α-tin amides undergo oxidation to produce N-acyliminium cations
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(a) Narasaka (ref 21b) has also demonstrated that α-tin amides undergo oxidation to produce N-acyliminium cations,
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29
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0021172960
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(a) Overman, L. E.; Bell, K. L.; Ito, F. J. Am. Chem. Soc. 1984, 706, 4192.
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(c) Daub, G. W.; Heerding, D. A.; Overman, L. E. Tetrahedron 1988, 44, 3919.
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Castro, P.; Overman, L. E.; Zhang, X. M.; Mariano, P. S. Tetrahedron Lett. 1993, 34, 5243.
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(b) Pillot F. J.; Dunogues, J. P.; Calas. J.; Lapouyade, R. Synth. Commun. 1979, 9, 395.
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36
-
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85034473246
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note
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1H NMR spectrum of 53 contains a small 2.0 Hz H-5,H-6 coupling and a modestly large 5.0 Hz H-4,H-5 coupling both of which are consistent with its existence in a Macromodel-calculated (ca. 2 kcal/ mol) psuedo-diaxial conformation.
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37
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85034484181
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note
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Curiously, epimer 65 does not cyclize when treated with CAN. Instead, an MeCN (Ritter-type) trapping product is produced. Similarly, the diacetate of 80 does not undergo oxidative Mannich cyclization. Thus, it appears that other factors can also influence the rates of these processes.
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39
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1542763243
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(b) Look, G. C.; Fotsch, C. H.; Wong, C. H. Acc. Chem. Res. 1993, 26, 182.
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Acc, W.C.H.3
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1542553103
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(c) Vanden Borek, L. A.; Vremus, D. J.; Heskamp, B. M.; Van Breckel, C. A.; Tan, M. C.; Bolscher, J. G.; Ploegh, H. L., Van Kamenade, F. J.; de Goede, R. E.; Miedema, F. Recl. Trav. Chim. Pays-Bas 1993, 112, 82.
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Van Kamenade, F.J.8
De Goede, R.E.9
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42
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0006116188
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Glycoprotein Synthesis and Human Immunodeficiency Viruses
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Declerq, E., Ed.; Elsevier: New York
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85034472861
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Treatment of the monoacetate of 75 with CAN results in instantaneous O-desilylation
-
Treatment of the monoacetate of 75 with CAN results in instantaneous O-desilylation.
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55
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66
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85034485174
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For example, hydroquinine 4-chlorobenzoate, hydroquinidine 4-chlorobenzoate, and hydroquinine 1,4-phthalazinediyl diether
-
For example, hydroquinine 4-chlorobenzoate, hydroquinidine 4-chlorobenzoate, and hydroquinine 1,4-phthalazinediyl diether.
-
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67
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85034473640
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note
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When hydroquinine 1,4-phthalazinediyl diether is used in the catalytic hydroxylation reaction of 82, the tetraacetates 85 and 87 are formed in a 2:3 ratio.
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