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a) D. Hoppe, F. Hintze, P. Tebben, Angew. Chem. 1990, 102, 1457-1458; Angew. Chem. Int. Ed. Engl. 1990, 29, 1422-1423;
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0039208399
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b) J. Schwerdtfeger, D. Hoppe, Angew. Chem. 1992, 104, 1547; Angew. Chem. Int. Ed. Engl. 1992, 31, 1505;
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Schwerdtfeger, J.1
Hoppe, D.2
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4
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0027074894
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b) J. Schwerdtfeger, D. Hoppe, Angew. Chem. 1992, 104, 1547; Angew. Chem. Int. Ed. Engl. 1992, 31, 1505;
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Angew. Chem. Int. Ed. Engl.
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5
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0345148448
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and references therein
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c) M. Oestreich, R. Fröhlich, D. Hoppe, J. Org. Chem. 1999, 64, 8616-8626, and references therein.
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Oestreich, M.1
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b) D. J. Gallagher, S. T. Kerrick, P. Beak, J. Am. Chem. Soc. 1992, 114, 5872-5873;
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Gallagher, D.J.1
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0000920450
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c) P. Beak, S. T. Kerrick, S. Wu, J. Chu, J. Am. Chem. Soc. 1994, 116, 3231-3239;
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Beak, P.1
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0001657606
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d) D. J. Gallagher, S. Wu, N. A. Nikolic, P. Beak, J. Org. Chem. 1995, 60, 8148-8154.
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Gallagher, D.J.1
Wu, S.2
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10
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0000854142
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For reviews, see: a) D. Hoppe, T. Hense, Angew. Chem. 1997, 109, 2376-2410; Angew. Chem. Int. Ed. Engl. 1997, 36, 2283-2316;
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Hoppe, D.1
Hense, T.2
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11
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0000129326
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For reviews, see: a) D. Hoppe, T. Hense, Angew. Chem. 1997, 109, 2376-2410; Angew. Chem. Int. Ed. Engl. 1997, 36, 2283-2316;
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0000679903
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b) P. Beak, A. Basu, D. J. Gallagher, Y. S. Park, S. Thayumanavan, Acc. Chem. Res. 1996, 29, 552-560.
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Beak, P.1
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Thayumanavan, S.5
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13
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33749124991
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Semiempirical PM3 calculations probing diastereoselectivity in the deprotonation of chiral alkyl carbamates have been reported: see, J. Haller, T. Hense, D. Hoppe, Liebigs Ann. 1996, 489-499.
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Liebigs Ann.
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Haller, J.1
Hense, T.2
Hoppe, D.3
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14
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0032785040
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2 symmetric ligand (R,R)-1,2-bis(N,N-dimethylamino)cyclohexane: see, E. U. Würthwein, K. Behrens, D. Hoppe, Chem. Eur. J. 1999, 5, 3459-3463;
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Würthwein, E.U.1
Behrens, K.2
Hoppe, D.3
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17
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0343347564
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note
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2·(-)-sparteine] but this structure clearly need not be maintained in the deprotonation of 2.
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18
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0003912310
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Gaussian Inc., Pittsburgh PA
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Calculations were performed using Gaussian 99 (Development Version (Revision B.04), M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, Jr., R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, A. G. Baboul, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian Inc., Pittsburgh PA, 1998).
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(1998)
Calculations Were Performed Using Gaussian 99 Development Version (Revision B.04)
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Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman, J.R.6
Zakrzewski, V.G.7
Montgomery J.A., Jr.8
Stratmann, R.E.9
Burant, J.C.10
Dapprich, S.11
Millam, J.M.12
Daniels, A.D.13
Kudin, K.N.14
Strain, M.C.15
Farkas, O.16
Tomasi, J.17
Barone, V.18
Cossi, M.19
Cammi, R.20
Mennucci, B.21
Pomelli, C.22
Adamo, C.23
Clifford, S.24
Ochterski, J.25
Petersson, G.A.26
Ayala, P.Y.27
Cui, Q.28
Morokuma, K.29
Malick, D.K.30
Rabuck, A.D.31
Raghavachari, K.32
Foresman, J.B.33
Ortiz, J.V.34
Baboul, A.G.35
Cioslowski, J.36
Stefanov, B.B.37
G, L.38
Liashenko, A.39
Piskorz, P.40
Komaromi, I.41
Gomperts, R.42
Martin, R.L.43
Fox, D.J.44
Keith, T.45
Al-Laham, M.A.46
Peng, C.Y.47
Nanayakkara, A.48
Challacombe, M.49
Gill, P.M.W.50
Johnson, B.51
Chen, W.52
Wong, M.W.53
Andres, J.L.54
Gonzalez, C.55
Head-Gordon, M.56
Replogle, E.S.57
Pople, J.A.58
more..
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19
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0003399528
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Wiley, NY
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a) W. J. Hehre, P. Radom, P. von R. Schleyer, J. A. Pople, Ab Initio Molecular Orbital Theory, Wiley, NY, 1985;
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(1985)
Ab Initio Molecular Orbital Theory
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Hehre, W.J.1
Radom, P.2
Schleyer, P.V.R.3
Pople, J.A.4
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20
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0038269037
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b) J. W. Ochterski, G. A. Petersson, J. A. Montgomery Jr., J. Chem. Phys. 1996, 104, 2598-2619.
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Ochterski, J.W.1
Petersson, G.A.2
Montgomery J.A., Jr.3
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21
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0343347563
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note
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Detailed structural data may be found in the Supporting Information.
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22
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2442481958
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a) C. Peng, P Y. Ayale, H. B. Schlegel, M. J. Frisch, J. Comput. Chem. 1996, 17, 49-56;
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Peng, C.1
Ayale, P.Y.2
Schlegel, H.B.3
Frisch, M.J.4
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24
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0342478061
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note
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Structures were constructed, examined, and adjusted prior to geometry optimization using Gaussview. The structures of the other three initial complexes were also modified by rotation about single bonds in order to move the bound iPrLi closer to the α-carbon of the pyrrolidine ring; geometry optimization for these structures did not lead to species with energies lower than those found for 3 or 4.
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