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0004220870
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VCH, Weinheim
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Classics in Total Synthesis: Targets, Strategies, Methods
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Nicolaou, K.C.1
Sorensen, E.J.2
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0042261072
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Wiley-VCH, Weinheim
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b) K. C. Nicolaou, S. A. Snyder, Classics in Total Synthesis II: More Targets, Strategies, Methods, Wiley-VCH, Weinheim, 2003.
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Classics in Total Synthesis II: More Targets, Strategies, Methods
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Nicolaou, K.C.1
Snyder, S.A.2
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4
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0000679263
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Recent reviews: a, Eds, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, New York
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Recent reviews: a) K. Tomioka, Y. Nagaoka, Comprehensive Asymmetric Catalysis, Vol. 3 (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, New York, 1999, pp. 1105-1120;
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Comprehensive Asymmetric Catalysis
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Tomioka, K.1
Nagaoka, Y.2
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0141581512
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Ed, N. Krause, Wiley-VCH, Weinheim
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c) B. L. Feringa, R. Naasz, R. Imbos, L. A. Arnold, Modern Organocopper Chemistry (Ed.: N. Krause), Wiley-VCH, Weinheim, 2002, pp. 224-258;
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(2002)
Modern Organocopper Chemistry
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Feringa, B.L.1
Naasz, R.2
Imbos, R.3
Arnold, L.A.4
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f) F. López, A. J. Minnaard, B. L. Feringa, Acc. Chem. Res. 2007, 40, 179-188;
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Acc. Chem. Res
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López, F.1
Minnaard, A.J.2
Feringa, B.L.3
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g) J. Christoffers, G. Koripelly, A. Rosiak, M. Rössle, Synthesis 2007, 1279-1300.
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Synthesis
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Christoffers, J.1
Koripelly, G.2
Rosiak, A.3
Rössle, M.4
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33845553723
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Y. Yamamoto, H. Yatagai, Y. Ishihara, K. Maruyama, J. Org. Chem. 1982, 47, 119-126.
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Yamamoto, Y.1
Yatagai, H.2
Ishihara, Y.3
Maruyama, K.4
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13
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24844465309
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First example of 1,6-selectivity: F. Näf, P. Degen, G. Ohloff, Helv. Chim. Acta 1972, 55, 82-85.
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First example of 1,6-selectivity: F. Näf, P. Degen, G. Ohloff, Helv. Chim. Acta 1972, 55, 82-85.
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14
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0005908712
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For enynes
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For enynes: N. Krause, Chem. Ber. 1990, 123, 2173-2180.
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(1990)
Chem. Ber
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Krause, N.1
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15
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11144342196
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Recently, other metals have been used to obtain 1,6-addition products. For Fe: a K. Fukuhara, H. Urabe, Tetrahedron Lett. 2005, 46, 603-606;
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Recently, other metals have been used to obtain 1,6-addition products. For Fe: a) K. Fukuhara, H. Urabe, Tetrahedron Lett. 2005, 46, 603-606;
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16
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29444458959
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for Rh: b G. de la Hérran, C. Murcia, A. G. Csákÿ, Org. Lett. 2005, 7, 5629-5632;
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for Rh: b) G. de la Hérran, C. Murcia, A. G. Csákÿ, Org. Lett. 2005, 7, 5629-5632;
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17
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38049075506
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for Ir: c T. Nishimura, Y. Yasuhara, T. Hayashi, Angew. Chem. 2006, 118, 5288-5290;
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for Ir: c) T. Nishimura, Y. Yasuhara, T. Hayashi, Angew. Chem. 2006, 118, 5288-5290;
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18
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33747229725
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Angew. Chem. Int. Ed. 2006, 45, 5164-5166.
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(2006)
Chem. Int. Ed
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Angew1
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19
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0842285210
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Stereoselective addition has been achieved for enynes: T. Hayashi, N. Tokunaga, K. Inoue, Org. Lett. 2004, 6, 305-307.
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Stereoselective addition has been achieved for enynes: T. Hayashi, N. Tokunaga, K. Inoue, Org. Lett. 2004, 6, 305-307.
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20
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33747275819
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T. Hayashi, S. Yamamoto, N. Tokunaga, Angew. Chem. 2005, 117, 4296-4299;
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(2005)
Angew. Chem
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Hayashi, T.1
Yamamoto, S.2
Tokunaga, N.3
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22144458723
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Angew. Chem. Int. Ed. 2005, 44, 4224-4227.
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(2005)
Chem. Int. Ed
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Angew1
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22
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38049013143
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For β-unsubstituted dienones regioselectivity drops to 70
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For β-unsubstituted dienones regioselectivity drops to 70%.
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23
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33845211504
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E. Fillion, A. Wilsily, E-T. Liao, Tetrahedron: Asymmetry 2006, 17, 2957-2959.
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Tetrahedron: Asymmetry
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Fillion, E.1
Wilsily, A.2
Liao, E.-T.3
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L. Bernardi, J. López-Cantarero, B. Niess, K. A. Jørgensen, J. Am. Chem. Soc. 2007, 129, 5772-5778.
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Bernardi, L.1
López-Cantarero, J.2
Niess, B.3
Jørgensen, K.A.4
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25
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38049086466
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The Cu-catalyzed 1,6-ACA to 2,4-dienones has been studied and gave a mixture of 1,2- and 1,6-addition products. Studies to optimize these results are underway.
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The Cu-catalyzed 1,6-ACA to 2,4-dienones has been studied and gave a mixture of 1,2- and 1,6-addition products. Studies to optimize these results are underway.
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26
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33746070054
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S. R. Harutyunyan, F. López, W. R. Browne, A. Correa, D. Peña, R. Badorrey, A. Meetsma, A. J. Minnaard, B. L. Feringa, J. Am. Chem. Soc. 2006, 128, 9103-9118.
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J. Am. Chem. Soc
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Harutyunyan, S.R.1
López, F.2
Browne, W.R.3
Correa, A.4
Peña, D.5
Badorrey, R.6
Meetsma, A.7
Minnaard, A.J.8
Feringa, B.L.9
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27
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a) S. Mori, M. Uerdingen, N. Krause, K. Morokuma, Angew. Chem. 2005, 117, 4795-4798;
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Mori, S.1
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23044467079
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Angew. Chem. Int. Ed. 2005, 44, 4715-4719;
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b) N. Yoshikai, T. Yamashita, E. Nakamura, Chem. Asian J. 2006, 1, 322-330.
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Chem. Asian J
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Yoshikai, N.1
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a) B. L. Feringa, R. Badorrey, D. Peña, S. R. Harutyunyan, A. J. Minnaard, Proc. Natl. Acad. Sci. USA 2004, 101, 5834-5838;
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Proc. Natl. Acad. Sci. USA
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Feringa, B.L.1
Badorrey, R.2
Peña, D.3
Harutyunyan, S.R.4
Minnaard, A.J.5
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31
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5644222576
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b) F. López, S. R. Harutyunyan, A. J. Minnaard, B. L. Feringa, J. Am. Chem. Soc. 2004, 126, 12784-12875;
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J. Am. Chem. Soc
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López, F.1
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32
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24044552483
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c) F. López, S. R. Harutyunyan, A. J. Minnaard, B. L. Feringa, Angew. Chem. 2005, 117, 2812-2816;
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López, F.1
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33
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18844403662
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Angew. Chem. Int. Ed. 2005, 44, 2752-2756;
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d) R. DesMazery, M. Pullez, F. López, S. R. Harutyunyan, A. J. Minnaard, B. L. Feringa, J. Am. Chem. Soc. 2005, 127, 9966-9967.
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J. Am. Chem. Soc
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DesMazery, R.1
Pullez, M.2
López, F.3
Harutyunyan, S.R.4
Minnaard, A.J.5
Feringa, B.L.6
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35
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38049038649
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No other esters have been studied for comparison purposes
-
No other esters have been studied for comparison purposes.
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-
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36
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38049041764
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Mainly degradation of starting material was observed
-
Mainly degradation of starting material was observed.
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37
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34250796928
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a) S. H. Bertz, S. Cope, M. Murphy, C. A. Ogle, B. J. Taylor, J. Am. Chem. Soc. 2007, 129, 7208-7209;
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J. Am. Chem. Soc
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Bertz, S.H.1
Cope, S.2
Murphy, M.3
Ogle, C.A.4
Taylor, B.J.5
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39
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38049069023
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-
Formation of the 1,4-addition product with high enantioselectivity at -70°C hints that σ complex 11 is an intermediate in the 1,6-addition mechanism. Further investigation is needed to confirm this hypothesis.
-
Formation of the 1,4-addition product with high enantioselectivity at -70°C hints that σ complex 11 is an intermediate in the 1,6-addition mechanism. Further investigation is needed to confirm this hypothesis.
-
-
-
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40
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38049061901
-
-
[15] Further research is needed to identify the rate-determining step for this catalytic cycle.
-
[15] Further research is needed to identify the rate-determining step for this catalytic cycle.
-
-
-
-
41
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38049095939
-
-
Freshly prepared Grignard reagents should be used to obtain good yields
-
Freshly prepared Grignard reagents should be used to obtain good yields.
-
-
-
-
42
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-
38049050928
-
-
In entry 3 of Table 4 19c is present in varying amounts (35-50%).
-
In entry 3 of Table 4 19c is present in varying amounts (35-50%).
-
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-
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44
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33845219123
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Angew. Chem. Int. Ed. 2006, 45, 7506-7525;
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Chem. Int. Ed
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34547929795
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b) B. ter Horst, B. L. Feringa, A. J. Minnaard, Org. Lett. 2007, 9, 3013-3015.
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Org. Lett
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ter Horst, B.1
Feringa, B.L.2
Minnaard, A.J.3
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49
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33846423856
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L. Chen, Y. Fang, X. Luo, H. He, T. Zhu, H. Liu, Q. Gu, W. Zhu, J. Nat. Prod. 2006, 69, 1787-1789.
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J. Nat. Prod
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Chen, L.1
Fang, Y.2
Luo, X.3
He, H.4
Zhu, T.5
Liu, H.6
Gu, Q.7
Zhu, W.8
|