-
1
-
-
0001343405
-
-
a) M. J. Garson, Chem. Rev. 1993, 93, 1699-1733;
-
(1993)
Chem. Rev.
, vol.93
, pp. 1699-1733
-
-
Garson, M.J.1
-
4
-
-
0033007619
-
-
For examples, see a) K. C. Nicolaou, G. Shi, J. L. Gunzner, P. Gärtner, P. A. Wallace, M. A. Ouellette, S. Shi, M. E. Bunnage, K. A. Agrios, C. A. Veale, C-K. Hwang, J. Hutchinson, C. V. C. Prasad, W. W. Oglivie, Z. Yang, Chem. Eur. J. 1999, 5, 628-645;
-
(1999)
Chem. Eur. J.
, vol.5
, pp. 628-645
-
-
Nicolaou, K.C.1
Shi, G.2
Gunzner, J.L.3
Gärtner, P.4
Wallace, P.A.5
Ouellette, M.A.6
Shi, S.7
Bunnage, M.E.8
Agrios, K.A.9
Veale, C.A.10
Hwang, C.-K.11
Hutchinson, J.12
Prasad, C.V.C.13
Oglivie, W.W.14
Yang, Z.15
-
5
-
-
0023885132
-
-
b) D. A. Evans, S. L. Bender, J. Morris, J. Am. Chem. Soc. 1988, 110, 2506-2526;
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 2506-2526
-
-
Evans, D.A.1
Bender, S.L.2
Morris, J.3
-
7
-
-
0345664754
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-
For nitrogen nucleophiles, see L. E. Martínez, J. L. Leighton, D. H. Carsten, E. N. Jacobsen, J. Am. Chem. Soc. 1995, 117, 5897-5898; for oxygen nucleophiles, see E. N. Jacobsen, F. Kakiuchi, R. G. Konsler, J. F. Larrow, M. Tokunaga, Tetrahedron Lett. 1997, 38, 773-776; M. Tokunaga, J. F. Larrow, F. Kakiuchi, E. N. Jacobsen, Science 1997, 277, 936-938; for sulfur nucleophiles, see M. H. Wu, E. N. Jacobsen, J. Org. Chem. 1998, 63, 5252-5254.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 5897-5898
-
-
Martínez, L.E.1
Leighton, J.L.2
Carsten, D.H.3
Jacobsen, E.N.4
-
8
-
-
0031024261
-
-
For nitrogen nucleophiles, see L. E. Martínez, J. L. Leighton, D. H. Carsten, E. N. Jacobsen, J. Am. Chem. Soc. 1995, 117, 5897-5898; for oxygen nucleophiles, see E. N. Jacobsen, F. Kakiuchi, R. G. Konsler, J. F. Larrow, M. Tokunaga, Tetrahedron Lett. 1997, 38, 773-776; M. Tokunaga, J. F. Larrow, F. Kakiuchi, E. N. Jacobsen, Science 1997, 277, 936-938; for sulfur nucleophiles, see M. H. Wu, E. N. Jacobsen, J. Org. Chem. 1998, 63, 5252-5254.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 773-776
-
-
Jacobsen, E.N.1
Kakiuchi, F.2
Konsler, R.G.3
Larrow, J.F.4
Tokunaga, M.5
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9
-
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0030860279
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For nitrogen nucleophiles, see L. E. Martínez, J. L. Leighton, D. H. Carsten, E. N. Jacobsen, J. Am. Chem. Soc. 1995, 117, 5897-5898; for oxygen nucleophiles, see E. N. Jacobsen, F. Kakiuchi, R. G. Konsler, J. F. Larrow, M. Tokunaga, Tetrahedron Lett. 1997, 38, 773-776; M. Tokunaga, J. F. Larrow, F. Kakiuchi, E. N. Jacobsen, Science 1997, 277, 936-938; for sulfur nucleophiles, see M. H. Wu, E. N. Jacobsen, J. Org. Chem. 1998, 63, 5252-5254.
-
(1997)
Science
, vol.277
, pp. 936-938
-
-
Tokunaga, M.1
Larrow, J.F.2
Kakiuchi, F.3
Jacobsen, E.N.4
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10
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0001044547
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-
For nitrogen nucleophiles, see L. E. Martínez, J. L. Leighton, D. H. Carsten, E. N. Jacobsen, J. Am. Chem. Soc. 1995, 117, 5897-5898; for oxygen nucleophiles, see E. N. Jacobsen, F. Kakiuchi, R. G. Konsler, J. F. Larrow, M. Tokunaga, Tetrahedron Lett. 1997, 38, 773-776; M. Tokunaga, J. F. Larrow, F. Kakiuchi, E. N. Jacobsen, Science 1997, 277, 936-938; for sulfur nucleophiles, see M. H. Wu, E. N. Jacobsen, J. Org. Chem. 1998, 63, 5252-5254.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 5252-5254
-
-
Wu, M.H.1
Jacobsen, E.N.2
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12
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0344070258
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note
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The absolute configuration of the products in Table 1 are assigned by analogy to the hydrolytic kinetic resolution also catalyzed by 1, where the (R,R)-catalyst reacts selectively with the S enantiomer of the epoxide reagent.
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13
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0027922048
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a) For endo-selective cyclizations promoted by a catalytic antibody, see K. D. Janda, C. G. Shelvin, R. A. Lemer, Science 1993, 259, 490-493;
-
(1993)
Science
, vol.259
, pp. 490-493
-
-
Janda, K.D.1
Shelvin, C.G.2
Lemer, R.A.3
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14
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0033007618
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and references therein
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b) An endo-selective epoxide ring opening cascade has been proposed for the biosynthesis of the brevetoxins. See K. C. Nicolaou, M. E. Bunnage, D. G. McGarry, S. Shi, P. K. Somers, P. A. Wallace, X.-J. Chu, K. A. Agrios, J. L. Gunzner, Z. Yang, Chem. Eur. J. 1999, 5, 599-617, and references therein.
-
(1999)
Chem. Eur. J.
, vol.5
, pp. 599-617
-
-
Nicolaou, K.C.1
Bunnage, M.E.2
McGarry, D.G.3
Shi, S.4
Somers, P.K.5
Wallace, P.A.6
Chu, X.-J.7
Agrios, K.A.8
Gunzner, J.L.9
Yang, Z.10
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15
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0032577045
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For examples of intramolecular kinetic resolution involving ring-closing metathesis, see J. B. Alexander, D. S. La, D. R. Cefalo, A. H. Hoveyda, R. R. Schrock, J. Am. Chem. Soc. 1998, 120, 4041-4042.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 4041-4042
-
-
Alexander, J.B.1
La, D.S.2
Cefalo, D.R.3
Hoveyda, A.H.4
Schrock, R.R.5
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16
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0344070255
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note
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For the synthesis of epoxides 2, 3, and 7-10, see the supporting information.
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17
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0344070254
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note
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GC analysis of the reaction showed only 50% conversion of 9 into product.
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19
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0001078307
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4 chiral building blocks, see a) T. Mukaiyama, K. Suzuki, T. Yamada, F. Tabusa, Tetrahedron 1990, 46, 265-276;
-
(1990)
Tetrahedron
, vol.46
, pp. 265-276
-
-
Mukaiyama, T.1
Suzuki, K.2
Yamada, T.3
Tabusa, F.4
-
20
-
-
0011826040
-
-
b) E. Van der Eycken, H. De Wilde, L. Deprez, M. Vandewalle, Tetrahedron Lett. 1987, 28, 4759-4760.
-
(1987)
Tetrahedron Lett.
, vol.28
, pp. 4759-4760
-
-
Van Der Eycken, E.1
De Wilde, H.2
Deprez, L.3
Vandewalle, M.4
-
21
-
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0001534305
-
-
J. M. J. Fréchet, L. J. Nuyens, E. Seymour, J. Am. Chem. Soc. 1979, 101, 432-436.
-
(1979)
J. Am. Chem. Soc.
, vol.101
, pp. 432-436
-
-
Fréchet, J.M.J.1
Nuyens, L.J.2
Seymour, E.3
-
22
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0344932425
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-
note
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The boronic ester derived from phenyl boronic acid is unstable to aqueous workup and chromatography, thus requiring an immobilized version of this ester.
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23
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0029798420
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For a mechanistic study of the Cr-catalyzed ARO that indicates a cooperative participation of two metal centers, see K. B. Hansen, J. L. Leighton, E. N. Jacobsen, J. Am. Chem. Soc. 1996, 118, 10924-10925.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 10924-10925
-
-
Hansen, K.B.1
Leighton, J.L.2
Jacobsen, E.N.3
-
24
-
-
0032556244
-
-
For the preparation and use of dimeric [Cr(salen)] complexes, see R. G. Konsler, J. Karl, E. N. Jacobsen, J. Am. Chem. Soc. 1998, 120, 10780-10781.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 10780-10781
-
-
Konsler, R.G.1
Karl, J.2
Jacobsen, E.N.3
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