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1
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0003445429
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Vols, Eds, E.N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, Berlin
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a) Comprehensive Asymmetric Catalysis, Vols. 1-3 (Eds.: E.N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999;
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Comprehensive Asymmetric Catalysis
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2
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0000585313
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Eds, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, Berlin
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b) Comprehensive Asymmetric Catalysis (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 2004, Supplement 1 - 2.
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Comprehensive Asymmetric Catalysis
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, pp. 2
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3
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36149001272
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For pioneering work on transition-metal-mediated linchpin catalysis, see
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For pioneering work on transition-metal-mediated linchpin catalysis, see: H. E. Burks, X P. Morken, Chem. Commun. 2007, 4717.
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(2007)
Chem. Commun
, pp. 4717
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Burks, H.E.1
Morken, X.P.2
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4
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20344404984
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a) Q.-H. Xia, H.-Q. Ge, C-P. Ye, Z.-M. Liu, K.-X. Su, Chem. Rev. 2005, 705, 1603;
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Chem. Rev
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Xia, Q.-H.1
Ge, H.-Q.2
Ye, C.-P.3
Liu, Z.-M.4
Su, K.-X.5
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7
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70349952916
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N. De Kimpe, R. Verhé in The Chemistry of a-Haloketones, aHaloaldehydes and a-Haloimines (Eds. : S. Patai, Z. Rappoport), Wiley, Chichester, 1988.
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N. De Kimpe, R. Verhé in The Chemistry of a-Haloketones, aHaloaldehydes and a-Haloimines (Eds. : S. Patai, Z. Rappoport), Wiley, Chichester, 1988.
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8
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70349953720
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Reviews and recent examples of enantioselective a-chlorinations
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Reviews and recent examples of enantioselective a-chlorinations:
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9
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45249123858
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a) H. Kotsuki, H. Ikishima, A. Okuyama, Heterocycles 2008, 75, 757;
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(2008)
Heterocycles
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Kotsuki, H.1
Ikishima, H.2
Okuyama, A.3
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10
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38349100690
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b) S. Mukherjee, J. W. Yang, S. Hoffmann, B. List, Chem. Rev. 2007, 107, 5471;
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(2007)
Chem. Rev
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Mukherjee, S.1
Yang, J.W.2
Hoffmann, S.3
List, B.4
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16
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54849158000
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g) E. C. Lee, K. M. McCauley, G. C. Fu, Angew. Chem. 2007, 119, 995;
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(2007)
Angew. Chem
, vol.119
, pp. 995
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Lee, E.C.1
McCauley, K.M.2
Fu, G.C.3
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18
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70349938455
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While it has been established that aldehydes can be converted into epoxides, a-amino acids etc, over several discrete steps (see references [11a-d, linchpin catalysis provides a strategy that enables the direct in situ conversion of simple aldehydes into these valuable synthons (in one reaction vessel) without the isolation or purification of the intermediate
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While it has been established that aldehydes can be converted into epoxides, a-amino acids etc., over several discrete steps (see references [11a-d]), linchpin catalysis provides a strategy that enables the direct in situ conversion of simple aldehydes into these valuable synthons (in one reaction vessel) without the isolation or purification of the intermediate.
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19
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34247565955
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a) T. D. Beeson, A. Mastracchio, J.-B. Hong, K. Ashton, D. W. C. MacMillan, Science 2007, 576, 582;
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Science
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Beeson, T.D.1
Mastracchio, A.2
Hong, J.-B.3
Ashton, K.4
MacMillan, D.W.C.5
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20
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34250205588
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b) H.-Y. Jang, J.-B. Hong, D. W. C MacMillan, J. Am. Chem. Soc. 2007, 129, 7004;
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(2007)
J. Am. Chem. Soc
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Jang, H.-Y.1
Hong, J.-B.2
MacMillan, D.W.C.3
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22
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57549095938
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d) T H. Graham, C M. Jones, N T Jui, D. W. C. MacMillan, J. Am. Chem. Soc. 2008, 130, 16494.
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(2008)
J. Am. Chem. Soc
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Graham, T.H.1
Jones, C.M.2
Jui, N.T.3
MacMillan, D.W.C.4
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23
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70349947768
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Hydrolytic kinetic resolution
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Hydrolytic kinetic resolution:
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25
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0037138704
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b) S. E. Schaus, B. D. Brandes, J. F. Larrow, M. Tokunaga, K. B. Hansen, A. E. Gould, M. E. Furrow, E. N Jacobsen, J. Am. Chem. Soc. 2002, 124, 1307;
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(2002)
J. Am. Chem. Soc
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Schaus, S.E.1
Brandes, B.D.2
Larrow, J.F.3
Tokunaga, M.4
Hansen, K.B.5
Gould, A.E.6
Furrow, M.E.7
Jacobsen, E.N.8
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26
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1042265088
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L. P. C Nielsen, C P. Stevenson, D. G. Blackmond, E. N. Jacobsen, J. Am. Chem. Soc. 2004, 126, 1360. Organocatalytic epoxidation of styrenes:
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c) L. P. C Nielsen, C P. Stevenson, D. G. Blackmond, E. N. Jacobsen, J. Am. Chem. Soc. 2004, 126, 1360. Organocatalytic epoxidation of styrenes:
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27
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70349963400
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H. Tian, J.. She, J.. Jiaxi, Y. Shi, Org. Lett. 2001, 5, 1929;
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d) H. Tian, J.. She, J.. Jiaxi, Y. Shi, Org. Lett. 2001, 5, 1929;
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28
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0037134199
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H. Tian, J.. She, H. Yu, L. Shu, Y. Shi, J. Org. Chem. 2002, 67, 2435.
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e) H. Tian, J.. She, H. Yu, L. Shu, Y. Shi, J. Org. Chem. 2002, 67, 2435.
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29
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70349960430
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Organocatalytic epoxidation of a,ß-unsaturated carbonyls, see
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Organocatalytic epoxidation of a,ß-unsaturated carbonyls, see:
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31
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18744407280
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b) M. Marigo, T B. Poulsen, W. Zhang, K. A. Jørgensen, J. Am. Chem. Soc. 2005, 127, 6964.
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(2005)
J. Am. Chem. Soc
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Marigo, M.1
Poulsen, T.B.2
Zhang, W.3
Jørgensen, K.A.4
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32
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70349953714
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-1), $0.27 (based on SigmaAldrich or Acros Organics pricing for 2009).
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-1), $0.27 (based on SigmaAldrich or Acros Organics pricing for 2009).
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33
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1842450587
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a) M. P. Brochu, S. P. Brown, D. W. C. MacMillan, J. Am. Chem. Soc. 2004, 126, 4108;
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(2004)
J. Am. Chem. Soc
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, pp. 4108
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Brochu, M.P.1
Brown, S.P.2
MacMillan, D.W.C.3
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34
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1842863015
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N. Halland, A. Braunton, S. Bachmann, M. Marigo, K. A. Jørgensen, J. Am. Chem. Soc. 2004, 126, 4790;
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b) N. Halland, A. Braunton, S. Bachmann, M. Marigo, K. A. Jørgensen, J. Am. Chem. Soc. 2004, 126, 4790;
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35
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13444302402
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c) M. Marigo, S. Bachmann, N. Halland, A. Braunton, K. A. Jørgensen, Angew. Chem. 2004, 116, 5623;
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(2004)
Angew. Chem
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Marigo, M.1
Bachmann, S.2
Halland, N.3
Braunton, A.4
Jørgensen, K.A.5
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37
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27944469988
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Application in cascade catalysis
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d) N Halland, M. A. Lie, A. Kjaersgaard, M. Marigo, B. Schiøtt, K. A. Jørgensen, Chem. Eur. J. 2005, 11, 7083. Application in cascade catalysis
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(2005)
Chem. Eur. J
, vol.11
, pp. 7083
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Halland, N.1
Lie, M.A.2
Kjaersgaard, A.3
Marigo, M.4
Schiøtt, B.5
Jørgensen, K.A.6
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38
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27544485685
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e) Y. Huang, A. M. Walji, C. H. Larsen, D. W. C. MacMillan,J. Am. Chem. Soe 2005, 127, 15051.
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(2005)
J. Am. Chem. Soe
, vol.127
, pp. 15051
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Huang, Y.1
Walji, A.M.2
Larsen, C.H.3
MacMillan, D.W.C.4
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39
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7044286458
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LiCl in oxidative cyclizations: B. B. Snider, Chem. Rev. 1996, 96, 339.
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LiCl in oxidative cyclizations: B. B. Snider, Chem. Rev. 1996, 96, 339.
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40
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53349122064
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The capability of 2 to catalyze photoredox enamine transformations at room temperature has already been shown: D. A. Nicewicz, D. W. C. MacMillan, Science 2008, 322, 77.
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The capability of 2 to catalyze photoredox enamine transformations at room temperature has already been shown: D. A. Nicewicz, D. W. C. MacMillan, Science 2008, 322, 77.
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41
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70349955363
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DFT calculations performed using B3LYP/6-311 + G(2d,p)// B3LYP/6-31G(d).
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DFT calculations performed using B3LYP/6-311 + G(2d,p)// B3LYP/6-31G(d).
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42
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70349968692
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2O.
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2O.
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43
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70349956952
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See the Supporting Information for details
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See the Supporting Information for details.
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44
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0000247876
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For pioneering work on the mechanism, of radical species in the presence of copper salts, see
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For pioneering work on the mechanism, of radical species in the presence of copper salts, see: J. K. Kochi, Acc. Chem. Res. 1974, 7, 351.
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(1974)
Acc. Chem. Res
, vol.7
, pp. 351
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Kochi, J.K.1
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