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[2a] P. Scafato, S. Labano, G. Cunsolo, C. Rosini, Tetrahedron: Asymmetry 2003, 14, 3873.
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[2d] T. Yamamoto, M. Ogura, T. Kanisawa, Tetrahedron 2002, 58, 9209.
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[2e] Y. H. Choi, J. Y. Choi, Y. Yang, Y. H. Kim, Tetrahedron: Asymmetry 2002, 13, 801.
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JP 2002-335991, 2002
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[2f] Y. Matsumura, H. Fukawa, A. Endo, JP 2002-335991, 2002; Chem. Abstr. 2002, 137, 383885.
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Matsumura, Y.1
Fukawa, H.2
Endo, A.3
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8
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4043173857
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KR 2000049980, 2000
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[2g] G. Kim, M. S. Park, J. H. Yoo, S. Y. Lee, KR 2000049980, 2000; Chem. Abstr. 2002, 137, 124944.
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Kim, G.1
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9
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0032723513
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and references cited therein
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[2h] A. Alexakis, C. Benhaïm, X. Fournioux, A. van den Heuvel, J.-M. Levêque, S. March, S. Rosset, Synlett 1999, 1811 and references cited therein.
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Van Den Heuvel, A.4
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March, S.6
Rosset, S.7
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10
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4544221889
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note
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[2c]
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11
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2942626978
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[3b] For the synthesis of a mixture of isomers of (S)-1 and (S)-2 (+ positional isomers?): D.-S. Wang, D.-Q. Wang, C.-H. Zhou, Huaxue Xuebao 1995, 53, 909.
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Huaxue Xuebao
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Wang, D.-S.1
Wang, D.-Q.2
Zhou, C.-H.3
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3142640543
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[3c] See also: D. Wang, C. Zhou, D. Wang, Chin. Chem. Lett. 1992, 3, 235.
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Wang, D.1
Zhou, C.2
Wang, D.3
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13
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4544247738
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note
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-3 μg/L air.
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-
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15
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84982067425
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J. Schreiber, D. Felix, A. Eschenmoser, M. Winter, F. Gautschi, K. H. Schulte-Elte, E. Sundt, G. Ohloff, J. Kalvoda, H. Kaufmann, P. Wieland, G. Anner, Helv. Chim. Acta 1967, 50, 2101.
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Helv. Chim. Acta
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Schreiber, J.1
Felix, D.2
Eschenmoser, A.3
Winter, M.4
Gautschi, F.5
Schulte-Elte, K.H.6
Sundt, E.7
Ohloff, G.8
Kalvoda, J.9
Kaufmann, H.10
Wieland, P.11
Anner, G.12
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16
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84982341341
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[7a] G. Ohloff, J. Becker, K. H. Schulte-Elte, Helv. Chim. Acta 1967, 50, 705.
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Helv. Chim. Acta
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Ohloff, G.1
Becker, J.2
Schulte-Elte, K.H.3
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17
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0032870907
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[7b] For a review of the synthesis of macrocyclic musks, see: A. S. Williams, Synthesis 1999, 1707.
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(1999)
Synthesis
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Williams, A.S.1
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18
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0035888808
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P. Dorizon, C. Martin, J.-C. Daran, J.-C. Fiaud, H. B. Kagan, Tetrahedron: Asymmetry 2001, 12, 2625.
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Dorizon, P.1
Martin, C.2
Daran, J.-C.3
Fiaud, J.-C.4
Kagan, H.B.5
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19
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4544219634
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note
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The same tendency was noticed with stoichiometric amounts of the oxazaborolidine 6 [(-)-7: 7% conv.: 75% ee; 20% conv.: 81% ee).
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-
-
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20
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0030000283
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In general, the formed alkoxyboranes are suspected to be responsible for decreased enantioselectivities. For the beneficial effect of added 2-propanol (in certain cases), thought to be due to a more rapid transformation of the oxazaborolidine-complexed alkoxyborane into the initial catalytic species, see: A. W. Douglas, D. M. Tschaen, R. A. Reamer, Y.-J. Shi, Tetrahedron: Asymmetry 1996, 7, 1303.
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(1996)
Tetrahedron: Asymmetry
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Douglas, A.W.1
Tschaen, D.M.2
Reamer, R.A.3
Shi, Y.-J.4
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21
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0033521178
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[11a] J. M. Goodman, A.-K. Köhler, S. C. M. Alderton, Tetrahedron Lett. 1999, 40, 8715.
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Tetrahedron Lett.
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Goodman, J.M.1
Köhler, A.-K.2
Alderton, S.C.M.3
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24
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4544354070
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note
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Whereas (R)-1 and (R)-2 represent strong musk odorants, (S)-1 and (S)-2 are only weakly musky. (R)-10 is weakly musky and (S)-10 is almost odorless.
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-
-
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26
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4544345397
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note
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The isomeric enol ether having the double bond in the macrocycle was not detected.
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-
-
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27
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0011427765
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in press
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Other catalysts tested (e.g. Pd/C/MeOH) gave partial racemization. For a more detailed study, see: C. Fehr, J. Galindo, I. Farris, A. Cuenca, Helv. Chim. Acta., in press.
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Helv. Chim. Acta
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Fehr, C.1
Galindo, J.2
Farris, I.3
Cuenca, A.4
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28
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0346267223
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For the preparation of 6, see: D. J. Mathre, T. K. Jones, L. C. Xavier, T. J. Blacklock, R. A. Reamer, J. J. Mohan, E. T. Turner Jones, K. Hoogsteen, M. W. Baum, E. J. J. Grabowski, J. Org. Chem. 1991, 56, 751.
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Mathre, D.J.1
Jones, T.K.2
Xavier, L.C.3
Blacklock, T.J.4
Reamer, R.A.5
Mohan, J.J.6
Turner Jones, E.T.7
Hoogsteen, K.8
Baum, M.W.9
Grabowski, E.J.J.10
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