-
1
-
-
4444276636
-
-
Kolb, H. C.; VanNieuwenzhe, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483.
-
(1994)
Chem. Rev.
, vol.94
, pp. 2483
-
-
Kolb, H.C.1
VanNieuwenzhe, M.S.2
Sharpless, K.B.3
-
2
-
-
33845280103
-
-
(a) Jacobsen, E. N.; Markó, I.; Mungall, W. S.; Schröder, G.; Sharpless, K. B. J. Am. Chem. Soc. 1988, 110, 1968.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 1968
-
-
Jacobsen, E.N.1
Markó, I.2
Mungall, W.S.3
Schröder, G.4
Sharpless, K.B.5
-
3
-
-
33845184094
-
-
(b) Jacobsen, E. N.; Markó, I.; France, M.; Svendsen, J. S.; Sharpless, K. B. J. Am. Chem. Soc. 1989, 111, 737.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 737
-
-
Jacobsen, E.N.1
Markó, I.2
France, M.3
Svendsen, J.S.4
Sharpless, K.B.5
-
4
-
-
0005519280
-
-
(c) Kolb, H. C.; Andersson, P. G.; Sharpless, K. B. J. Am. Chem. Soc. 1994, 116, 1278.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 1278
-
-
Kolb, H.C.1
Andersson, P.G.2
Sharpless, K.B.3
-
5
-
-
1842402049
-
-
Sharpless, K. B.; Walsh, P. J. Unpublished results
-
A wide variety of ligands including acetate, halides, and azide have been found to accelerate stoichiometric osmylation reactions: Sharpless, K. B.; Walsh, P. J. Unpublished results.
-
-
-
-
6
-
-
0001650703
-
-
Kolb, H. C.; Andersson, P. G.; Bennani, Y. L.; Crispino, G. A.; Jeong, K.-Y.; Kwong, H.-L.; Sharpless, K. B. J. Am. Chem. Soc. 1993, 115, 12226.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 12226
-
-
Kolb, H.C.1
Andersson, P.G.2
Bennani, Y.L.3
Crispino, G.A.4
Jeong, K.-Y.5
Kwong, H.-L.6
Sharpless, K.B.7
-
8
-
-
1842277439
-
-
Subbaraman, L. R.; Subbaraman, J.; Behrman, E. J. Bioinorg. Chem. 1971, 1, 35.
-
(1971)
Bioinorg. Chem.
, vol.1
, pp. 35
-
-
Subbaraman, L.R.1
Subbaraman, J.2
Behrman, E.J.3
-
9
-
-
0000689984
-
-
(b) Subbaraman, L. R.; Subbaraman, J.; Behrman, E. J. Inorg. Chem. 1972, 11, 2621.
-
(1972)
Inorg. Chem.
, vol.11
, pp. 2621
-
-
Subbaraman, L.R.1
Subbaraman, J.2
Behrman, E.J.3
-
14
-
-
33845281655
-
-
(c) Tomioka, K.; Nakajima, M.; Koga, K. J. Am. Chem. Soc. 1987, 109, 6213.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 6213
-
-
Tomioka, K.1
Nakajima, M.2
Koga, K.3
-
15
-
-
0001077871
-
-
(d) Tomioka, K.; Nakajima, M.; Iitaka, Y.; Koga, K. Tetrahedron Lett. 1988, 29, 573.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 573
-
-
Tomioka, K.1
Nakajima, M.2
Iitaka, Y.3
Koga, K.4
-
16
-
-
0025255554
-
-
(e) Tomioka, K.; Nakajima, M.; Koga, K. Tetrahedron Lett. 1990, 31, 1741.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 1741
-
-
Tomioka, K.1
Nakajima, M.2
Koga, K.3
-
17
-
-
0027374787
-
-
(f) Nakajima, M.; Tomioka, K.; Iitaka, Y.; Koga, K. Tetrahedron 1993, 49, 10793.
-
(1993)
Tetrahedron
, vol.49
, pp. 10793
-
-
Nakajima, M.1
Tomioka, K.2
Iitaka, Y.3
Koga, K.4
-
18
-
-
0024840703
-
-
(g) Corey, E. J.; Jardine, P. D.; Virgil, S.; Yuen, P.-W.; Connell, R. D. J. Am. Chem. Soc. 1989, 111, 9243.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 9243
-
-
Corey, E.J.1
Jardine, P.D.2
Virgil, S.3
Yuen, P.-W.4
Connell, R.D.5
-
19
-
-
37049067929
-
-
(h) Hirama, M.; Oishi, T.; Oishi, T.; Itô, S. J. Chem. Soc., Chem. Commun. 1989, 665.
-
(1989)
J. Chem. Soc., Chem. Commun.
, pp. 665
-
-
Hirama, M.1
Oishi, T.2
Oishi, T.3
Itô, S.4
-
21
-
-
0026734544
-
-
(j) Fuji, K.; Tanaka, K.; Miyamoto, H, Tetrahedron Lett. 1992, 33, 4021.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 4021
-
-
Fuji, K.1
Tanaka, K.2
Miyamoto, H.3
-
22
-
-
0001532666
-
-
(k) Hannessian, S.; Meffre, P.; Girard, M.; Beaudoin, S.; Sancéau, J.-Y.; Bennani, Y. L. J. Org. Chem. 1993, 58, 1991.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 1991
-
-
Hannessian, S.1
Meffre, P.2
Girard, M.3
Beaudoin, S.4
Sancéau, J.-Y.5
Bennani, Y.L.6
-
27
-
-
33847089719
-
-
(a) Sharpless, K. B.; Teranishi, A. Y.; Bäckvall, J.-E. J. Am. Chem. Soc. 1977, 99, 3120.
-
(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 3120
-
-
Sharpless, K.B.1
Teranishi, A.Y.2
Bäckvall, J.-E.3
-
28
-
-
0003084653
-
-
(b) For recent developments in this model, see: Norrby, P.-O.; Becker, H.; Sharpless, K. B. J. Am. Chem. Soc. 1996, 118, 35.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 35
-
-
Norrby, P.-O.1
Becker, H.2
Sharpless, K.B.3
-
30
-
-
33748671672
-
-
(a) Göbel, T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1993, 32, 1329.
-
(1993)
Angew. Chem., Int. Ed. Engl.
, vol.32
, pp. 1329
-
-
Göbel, T.1
Sharpless, K.B.2
-
31
-
-
1842387103
-
-
McGrath, D. V.; Makita, A.; Sharpless, K. B. Unpublished results
-
(b) Additional studies indicate that inversion points exist in modified Eyring plots based on chemoselectivity for unaccelerated and pyridine-accelerated osmylations: McGrath, D. V.; Makita, A.; Sharpless, K. B. Unpublished results.
-
-
-
-
33
-
-
0000462706
-
-
(b) Norrby, P.-O.; Kolb, H. C.; Sharpless, K. B. Organometallics 1994, 13, 344.
-
(1994)
Organometallics
, vol.13
, pp. 344
-
-
Norrby, P.-O.1
Kolb, H.C.2
Sharpless, K.B.3
-
34
-
-
0000770498
-
-
(c) Norrby, P.-O.; Kolb, H. C.; Sharpless, K. B. J. Am. Chem. Soc. 1994, 116, 8470.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 8470
-
-
Norrby, P.-O.1
Kolb, H.C.2
Sharpless, K.B.3
-
35
-
-
4243664295
-
-
Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165 and references cited therein.
-
(1991)
Chem. Rev.
, vol.91
, pp. 165
-
-
Hansch, C.1
Leo, A.2
Taft, R.W.3
-
39
-
-
33947092269
-
-
Patrick, D. W.; Truesdale, L. K.; Biller, S. A.; Sharpless, K. B. J. Org. Chem. 1978, 43, 2628.
-
(1978)
J. Org. Chem.
, vol.43
, pp. 2628
-
-
Patrick, D.W.1
Truesdale, L.K.2
Biller, S.A.3
Sharpless, K.B.4
-
41
-
-
0001263739
-
-
For representative examples, see: (a) Vedejs, E.; Dent, W. H. J. Am. Chem. Soc. 1989, 111, 6861. (b) Burdisso, M.; Gandolfi, R.; Rastelli, A. Tetrahedron Lett. 1991, 2659. (c) Vedejs, E.; Dent, W. H., III; Kendall, J. T.; Oliver, P. A. J. Am. Chem. Soc. 1996, 118, 3556.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 6861
-
-
Vedejs, E.1
Dent, W.H.2
-
42
-
-
0025779801
-
-
For representative examples, see: (a) Vedejs, E.; Dent, W. H. J. Am. Chem. Soc. 1989, 111, 6861. (b) Burdisso, M.; Gandolfi, R.; Rastelli, A. Tetrahedron Lett. 1991, 2659. (c) Vedejs, E.; Dent, W. H., III; Kendall, J. T.; Oliver, P. A. J. Am. Chem. Soc. 1996, 118, 3556.
-
(1991)
Tetrahedron Lett.
, pp. 2659
-
-
Burdisso, M.1
Gandolfi, R.2
Rastelli, A.3
-
43
-
-
0029891381
-
-
For representative examples, see: (a) Vedejs, E.; Dent, W. H. J. Am. Chem. Soc. 1989, 111, 6861. (b) Burdisso, M.; Gandolfi, R.; Rastelli, A. Tetrahedron Lett. 1991, 2659. (c) Vedejs, E.; Dent, W. H., III; Kendall, J. T.; Oliver, P. A. J. Am. Chem. Soc. 1996, 118, 3556.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 3556
-
-
Vedejs, E.1
Dent III, W.H.2
Kendall, J.T.3
Oliver, P.A.4
-
44
-
-
0000458209
-
-
(a) Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307.
-
(1993)
Chem. Rev.
, vol.93
, pp. 1307
-
-
Hoveyda, A.H.1
Evans, D.A.2
Fu, G.C.3
-
46
-
-
0000711840
-
-
Wai, J. S. M.; Markó, I.; Svendsen, J. S.; Finn, M. G.; Jacobsen, E. N.; Sharpless, K. B. J. Am. Chem. Soc. 1989, 111, 1123.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 1123
-
-
Wai, J.S.M.1
Markó, I.2
Svendsen, J.S.3
Finn, M.G.4
Jacobsen, E.N.5
Sharpless, K.B.6
-
47
-
-
84966303964
-
-
Criegee, R.; Marchand, B.; Wannowius, H. Justus Liebigs Ann. Chem. 1949, 550, 99.
-
(1949)
Justus Liebigs Ann. Chem.
, vol.550
, pp. 99
-
-
Criegee, R.1
Marchand, B.2
Wannowius, H.3
-
48
-
-
0001562657
-
-
(a) Griffith, W. P.; Skapski, A. C.; Woode, K. A.; Wright, M. J. Inorg. Chim. Acta 1978, 31, L413.
-
(1978)
Inorg. Chim. Acta
, vol.31
-
-
Griffith, W.P.1
Skapski, A.C.2
Woode, K.A.3
Wright, M.J.4
-
49
-
-
37049100861
-
-
(b) Cleare, M. J.; Hydes, P. C.; Griffith, W. P.; Wright, M. J. J. Chem. Soc., Dalton Trans. 1977, 941.
-
(1977)
J. Chem. Soc., Dalton Trans.
, pp. 941
-
-
Cleare, M.J.1
Hydes, P.C.2
Griffith, W.P.3
Wright, M.J.4
-
50
-
-
0000876807
-
-
Svendsen, J. S.; Markó, I.; Jacobsen, E. N.; Rao, C. P.; Bott, S.; Sharpless, K. B. J. Org. Chem. 1989, 54, 2263.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 2263
-
-
Svendsen, J.S.1
Markó, I.2
Jacobsen, E.N.3
Rao, C.P.4
Bott, S.5
Sharpless, K.B.6
-
51
-
-
0028025427
-
-
(a) Becker, H.; Ho, P. T.; Kolb, H. C.; Loren, S.; Norrby, P.-O.; Sharpless, K. B. Tetrahedron Lett. 1994, 35, 7315.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 7315
-
-
Becker, H.1
Ho, P.T.2
Kolb, H.C.3
Loren, S.4
Norrby, P.-O.5
Sharpless, K.B.6
-
52
-
-
0028852540
-
-
(b) Becker, H.; Soler, M. A.; Sharpless, K. B. Tetrahedron 1995, 51, 1345.
-
(1995)
Tetrahedron
, vol.51
, pp. 1345
-
-
Becker, H.1
Soler, M.A.2
Sharpless, K.B.3
-
53
-
-
0027891924
-
-
For examples of models based on the "[3 + 2]" pathway, see: (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1993, 115, 12579. (b) Corey, E. J.; Noe, M. C.; Sarshar, S. Tetrahedron Lett. 1994, 35, 2861. (c) Corey, E. J.; Noe, M. C.; Grogan, M. J. Tetrahedron Lett. 1994, 35, 6427. (d) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1994, 116, 12109. (e) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805. (f) Corey, E. J.; Noe, M. C.; Guzman-Perez. A. J. Am. Chem. Soc. 1995, 117, 10817.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 12579
-
-
Corey, E.J.1
Noe, M.C.2
-
54
-
-
0028246935
-
-
For examples of models based on the "[3 + 2]" pathway, see: (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1993, 115, 12579. (b) Corey, E. J.; Noe, M. C.; Sarshar, S. Tetrahedron Lett. 1994, 35, 2861. (c) Corey, E. J.; Noe, M. C.; Grogan, M. J. Tetrahedron Lett. 1994, 35, 6427. (d) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1994, 116, 12109. (e) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805. (f) Corey, E. J.; Noe, M. C.; Guzman-Perez. A. J. Am. Chem. Soc. 1995, 117, 10817.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 2861
-
-
Corey, E.J.1
Noe, M.C.2
Sarshar, S.3
-
55
-
-
0027967498
-
-
For examples of models based on the "[3 + 2]" pathway, see: (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1993, 115, 12579. (b) Corey, E. J.; Noe, M. C.; Sarshar, S. Tetrahedron Lett. 1994, 35, 2861. (c) Corey, E. J.; Noe, M. C.; Grogan, M. J. Tetrahedron Lett. 1994, 35, 6427. (d) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1994, 116, 12109. (e) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805. (f) Corey, E. J.; Noe, M. C.; Guzman-Perez. A. J. Am. Chem. Soc. 1995, 117, 10817.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 6427
-
-
Corey, E.J.1
Noe, M.C.2
Grogan, M.J.3
-
56
-
-
0028605353
-
-
For examples of models based on the "[3 + 2]" pathway, see: (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1993, 115, 12579. (b) Corey, E. J.; Noe, M. C.; Sarshar, S. Tetrahedron Lett. 1994, 35, 2861. (c) Corey, E. J.; Noe, M. C.; Grogan, M. J. Tetrahedron Lett. 1994, 35, 6427. (d) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1994, 116, 12109. (e) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805. (f) Corey, E. J.; Noe, M. C.; Guzman-Perez. A. J. Am. Chem. Soc. 1995, 117, 10817.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 12109
-
-
Corey, E.J.1
Guzman-Perez, A.2
Noe, M.C.3
-
57
-
-
0000711829
-
-
For examples of models based on the "[3 + 2]" pathway, see: (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1993, 115, 12579. (b) Corey, E. J.; Noe, M. C.; Sarshar, S. Tetrahedron Lett. 1994, 35, 2861. (c) Corey, E. J.; Noe, M. C.; Grogan, M. J. Tetrahedron Lett. 1994, 35, 6427. (d) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1994, 116, 12109. (e) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805. (f) Corey, E. J.; Noe, M. C.; Guzman-Perez. A. J. Am. Chem. Soc. 1995, 117, 10817.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 10805
-
-
Corey, E.J.1
Guzman-Perez, A.2
Noe, M.C.3
-
58
-
-
0029589632
-
-
For examples of models based on the "[3 + 2]" pathway, see: (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1993, 115, 12579. (b) Corey, E. J.; Noe, M. C.; Sarshar, S. Tetrahedron Lett. 1994, 35, 2861. (c) Corey, E. J.; Noe, M. C.; Grogan, M. J. Tetrahedron Lett. 1994, 35, 6427. (d) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1994, 116, 12109. (e) Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805. (f) Corey, E. J.; Noe, M. C.; Guzman-Perez. A. J. Am. Chem. Soc. 1995, 117, 10817.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 10817
-
-
Corey, E.J.1
Noe, M.C.2
Guzman-Perez, A.3
-
59
-
-
0039496910
-
-
For a discussion of the additivity of substituent parameters, see: Stone, R. M.; Pearson, D. E. J. Org. Chem. 1961, 26, 257.
-
(1961)
J. Org. Chem.
, vol.26
, pp. 257
-
-
Stone, R.M.1
Pearson, D.E.2
-
60
-
-
0004187703
-
-
John Wiley & Sons: New York
-
Conners, K. A. Binding Constants; John Wiley & Sons: New York, 1987; pp 141-160.
-
(1987)
Binding Constants
, pp. 141-160
-
-
Conners, K.A.1
-
61
-
-
0003467672
-
-
John Wiley & Sons: New York
-
An alternate series of Hammett σ parameters derived by NMR methods exists, but these values afford a poorer correlation for a linear fit to the data in Figure 2. For a discussion of alternate parameters, see: March, J. Advanced Organic Chemistry: Reactions, Mechanism, and Structure, 4th ed.; John Wiley & Sons: New York, 1992; pp 278-286.
-
(1992)
Advanced Organic Chemistry: Reactions, Mechanism, and Structure, 4th Ed.
, pp. 278-286
-
-
March, J.1
-
64
-
-
1842314803
-
-
note
-
3, 6.0; 4-Cl, 3.8; 3-Cl, 2.8.
-
-
-
-
65
-
-
1842322502
-
-
note
-
Derivations of the rate expressions corresponding to the different mechanisms are included in the Supporting Information.
-
-
-
-
67
-
-
0007707887
-
-
Eckhardt, W.; Grob, C. A.; Treffert, W. D. Helv. Chim. Acta 1972, 35, 2432.
-
(1972)
Helv. Chim. Acta
, vol.35
, pp. 2432
-
-
Eckhardt, W.1
Grob, C.A.2
Treffert, W.D.3
-
68
-
-
24244476688
-
-
Gagné, R. P.; Koval, C. A.; Lisensky, G. C. Inorg. Chem. 1980, 19, 2854.
-
(1980)
Inorg. Chem.
, vol.19
, pp. 2854
-
-
Gagné, R.P.1
Koval, C.A.2
Lisensky, G.C.3
-
70
-
-
1842270598
-
-
Ph.D. Thesis, Massachusetts Institute of Technology
-
For additional studies attempting to correlate different features of amine-accelerated osmylations, see: Kwong, H.-L. Ph.D. Thesis, Massachusetts Institute of Technology, 1993.
-
(1993)
-
-
Kwong, H.-L.1
-
71
-
-
1842283266
-
-
note
-
The data in Figure 6 correlated very poorly (r = 0.65) with a linear least-squares fit. The second-order polynomial fit shown provided a much better correlation (r = 0.89) although this is only an indication of nonlinearity and has no physical significance.
-
-
-
-
72
-
-
33748983103
-
-
For a discussion of Ligand Accelerated Catalysis, see: Berrisford, D. J.; Bolm, C.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1995, 34, 1059.38.
-
(1995)
Angew. Chem., Int. Ed. Engl.
, vol.34
, pp. 105938
-
-
Berrisford, D.J.1
Bolm, C.2
Sharpless, K.B.3
-
73
-
-
37049094339
-
-
Schröder, M.; Nielson, A. J.; Griffith, W. P. J. Chem. Soc., Dalton Trans. 1979, 1607.
-
(1979)
J. Chem. Soc., Dalton Trans.
, pp. 1607
-
-
Schröder, M.1
Nielson, A.J.2
Griffith, W.P.3
-
74
-
-
0141712450
-
-
Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G A.; Hartung, J.; Jeong, K.-Y.; Kwong, H.-L.; Morikawa, K.; Wang, Z.-M.; Xu, D.; Zhang, X.-L. J. Org. Chem. 1992, 57, 2768.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 2768
-
-
Sharpless, K.B.1
Amberg, W.2
Bennani, Y.L.3
Crispino, G.A.4
Hartung, J.5
Jeong, K.-Y.6
Kwong, H.-L.7
Morikawa, K.8
Wang, Z.-M.9
Xu, D.10
Zhang, X.-L.11
-
75
-
-
33751385752
-
-
Crispino, G. A.; Jeong, K.-S.; Kolb, H. C.; Wang, Z.-M.; Xu, D.; Sharpless, K. B. J. Org. Chem. 1993, 58, 3785.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 3785
-
-
Crispino, G.A.1
Jeong, K.-S.2
Kolb, H.C.3
Wang, Z.-M.4
Xu, D.5
Sharpless, K.B.6
-
76
-
-
1842308141
-
-
Becker, H.; King, S. B.; Taniguchi, M.; Vanhessche, K. P. M.; Sharpless, K. B. J. Org. Chem. 1995, 60, 2940.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 2940
-
-
Becker, H.1
King, S.B.2
Taniguchi, M.3
Vanhessche, K.P.M.4
Sharpless, K.B.5
-
77
-
-
33750247077
-
-
Becker, H.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 448.
-
(1996)
Angew. Chem., Int. Ed. Engl.
, vol.35
, pp. 448
-
-
Becker, H.1
Sharpless, K.B.2
-
78
-
-
1842381354
-
-
Pearlstein, R. M.; Blackburn, B. K.; Davis, W. M.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1990, 55, 766.
-
(1990)
Angew. Chem., Int. Ed. Engl.
, vol.55
, pp. 766
-
-
Pearlstein, R.M.1
Blackburn, B.K.2
Davis, W.M.3
Sharpless, K.B.4
-
79
-
-
0025887148
-
-
Ogino, Y.; Chen, H.; Kwong, H.-L.; Sharpless, K. B. Tetrahedron Lett. 1991, 32, 3965.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 3965
-
-
Ogino, Y.1
Chen, H.2
Kwong, H.-L.3
Sharpless, K.B.4
-
82
-
-
0001293515
-
-
Brown, H, C.; Kim, C. J.; Lancelot, C. J.; Schleyer, P. v. R. J. Am. Chem. Soc. 1970, 92, 5244.
-
(1970)
J. Am. Chem. Soc.
, vol.92
, pp. 5244
-
-
Brown, H.C.1
Kim, C.J.2
Lancelot, C.J.3
Schleyer, P.V.R.4
-
85
-
-
84982066000
-
-
(c) Bast, K.; Christl, M.; Huisgen, R.; Mack, W. Chem. Ber. 1973, 106, 3312.
-
(1973)
Chem. Ber.
, vol.106
, pp. 3312
-
-
Bast, K.1
Christl, M.2
Huisgen, R.3
Mack, W.4
-
86
-
-
0002959272
-
-
(d) Eckell, A.; George, M. W.; Huisgen, R.; Kende, A. S. Chem. Ber. 1977, 110, 578.
-
(1977)
Chem. Ber.
, vol.110
, pp. 578
-
-
Eckell, A.1
George, M.W.2
Huisgen, R.3
Kende, A.S.4
-
89
-
-
0004101860
-
-
Padwa, A., Ed.; John Wiley & Sons: New York
-
Houk, K. N.; Yamaguchi, K. In 1,3-Dipolar Cycloaddition Reactions; Padwa, A., Ed.; John Wiley & Sons: New York, 1984; Vol. 1, pp 407-450.
-
(1984)
1,3-Dipolar Cycloaddition Reactions
, vol.1
, pp. 407-450
-
-
Houk, K.N.1
Yamaguchi, K.2
-
91
-
-
0002490493
-
-
Padwa, A., Ed.; John Wiley & Sons: New York
-
Huisgen, R. In 1,3-Dipolar Cycloaddition Reactions; Padwa, A., Ed.; John Wiley & Sons: New York, 1984; Vol. 1, pp 1-176.
-
(1984)
1,3-Dipolar Cycloaddition Reactions
, vol.1
, pp. 1-176
-
-
Huisgen, R.1
-
92
-
-
0000914899
-
-
(a) Huisgen, R.; Fisera, L.; Giera, H.; Sustmann, R. J. Am. Chem. Soc. 1995, 117, 9671.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 9671
-
-
Huisgen, R.1
Fisera, L.2
Giera, H.3
Sustmann, R.4
-
93
-
-
0000831536
-
-
(b) Sustmann, R.; Sicking, W.; Huisgen, R. J. Am. Chem. Soc. 1995, 117, 9679.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 9679
-
-
Sustmann, R.1
Sicking, W.2
Huisgen, R.3
-
96
-
-
1842342642
-
-
note
-
-1 based on extrapolation from the data in Table 1 and Figure 2.
-
-
-
-
97
-
-
0022419751
-
-
For a discussion of the interconversion olefin-methylidine complexes and metallacyclobutanes, see: Upton, T. H.; Rappé, A. K. J. Am. Chem. Soc. 1985, 107, 1206.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 1206
-
-
Upton, T.H.1
Rappé, A.K.2
-
104
-
-
84942788440
-
-
Wilkinson, G., Ed.; Pergamon Press: Oxford
-
For a review on the elucidation of the mechanism of olefin metathesis, see: Grubbs, R. H. In Comprehensive Organometallic Chemistry; Wilkinson, G., Ed.; Pergamon Press: Oxford, 1982; Vol 8, pp 499-552.
-
(1982)
Comprehensive Organometallic Chemistry
, vol.8
, pp. 499-552
-
-
Grubbs, R.H.1
-
106
-
-
0029309267
-
-
Polse, J. L.; Andersen, R. A.; Bergman, R. G. J. Am. Chem. Soc. 1995, 117, 5393.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 5393
-
-
Polse, J.L.1
Andersen, R.A.2
Bergman, R.G.3
-
109
-
-
0042290480
-
-
(b) Gable, K. P.; Juliette, J. J. J.; Gartmann, M. A. Organometallics 1995, 14, 3138.
-
(1995)
Organometallics
, vol.14
, pp. 3138
-
-
Gable, K.P.1
Juliette, J.J.J.2
Gartmann, M.A.3
-
112
-
-
1842276471
-
-
note
-
4 as low as -100°C: Sharpless, K. B.; Jacobsen, E. N. Unpublished results.
-
-
-
-
113
-
-
0005946825
-
-
For recent calculations on the proposed transition states, see: Torrent, M.; Deng, L.; Duran, M.; Sola, M.; Ziegler, T. Organometallics 1997, 16, 13.
-
(1997)
Organometallics
, vol.16
, pp. 13
-
-
Torrent, M.1
Deng, L.2
Duran, M.3
Sola, M.4
Ziegler, T.5
-
115
-
-
0029817010
-
-
Corey, E. J.; Sarshar, S.; Azimioara, M. D.; Newbold, R. C.; Noe, M. C. J. Am. Chem. Soc. 1996, 118, 7581.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 7581
-
-
Corey, E.J.1
Sarshar, S.2
Azimioara, M.D.3
Newbold, R.C.4
Noe, M.C.5
-
116
-
-
1842309078
-
-
Personal communication
-
-1 for the dissociation of the ligand at -140°C. Reich, H. J., Sikorsky, W. Personal communication.
-
-
-
Reich, H.J.1
Sikorsky, W.2
-
118
-
-
0008893155
-
-
Toyoshima, K.; Okuyama, T.; Fueno, T. J. Org. Chem. 1980, 45, 1600.
-
(1980)
J. Org. Chem.
, vol.45
, pp. 1600
-
-
Toyoshima, K.1
Okuyama, T.2
Fueno, T.3
-
119
-
-
0000317070
-
-
Lee, D. G.; Lee, E. L.; Chandler, W. D. J. Org. Chem. 1985, 50, 4306.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 4306
-
-
Lee, D.G.1
Lee, E.L.2
Chandler, W.D.3
-
122
-
-
0000588848
-
-
Arasasingham, R. D.; He, G.-X.; Bruice, T. C. J. Am. Chem. Soc. 1993, 115, 7985.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 7985
-
-
Arasasingham, R.D.1
He, G.-X.2
Bruice, T.C.3
-
123
-
-
0000337354
-
-
Cheng, W.-C.; Yu, W.-Y.; Li, C.-K.; Che, C.-M. J. Org. Chem. 1995, 60, 6840.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 6840
-
-
Cheng, W.-C.1
Yu, W.-Y.2
Li, C.-K.3
Che, C.-M.4
-
124
-
-
0002578608
-
-
Ojima, I., Ed.; VCH Publishers, Inc.: New York
-
Jacobsen, E. N. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; VCH Publishers, Inc.: New York, 1993; pp 159-202.
-
(1993)
Catalytic Asymmetric Synthesis
, pp. 159-202
-
-
Jacobsen, E.N.1
-
125
-
-
1842281321
-
-
(a) Hamada, T.; Fukuda, T.; Imanishi, H.; Katsuki, T. Tetrahedron 1995, 52, 575.
-
(1995)
Tetrahedron
, vol.52
, pp. 575
-
-
Hamada, T.1
Fukuda, T.2
Imanishi, H.3
Katsuki, T.4
-
127
-
-
0001519357
-
-
(c) Norrby, P.-O.; Linde, C.; Akermark, B. J. Am. Chem. Soc. 1995, 117, 11035.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 11035
-
-
Norrby, P.-O.1
Linde, C.2
Akermark, B.3
-
128
-
-
33748244629
-
-
Herrmann, W. A.; Eder, S. J.; Scherer, W. Angew. Chem., Int. Ed. Engl. 1992, 31, 1345.
-
(1992)
Angew. Chem., Int. Ed. Engl.
, vol.31
, pp. 1345
-
-
Herrmann, W.A.1
Eder, S.J.2
Scherer, W.3
-
129
-
-
1842271592
-
-
note
-
The observation of Michaelis-Menten-like kinetic behavior in the catalytic AD reported by Corey and Noe (ref 73) results from a step other than osmylation. Kinetic studies on the stoichiometric AD of styrene under conditions that replicate the organic phase of the catalytic AD reveal that the rate expression is clearly first order in styrene over a wide range of concentrations. Nelson, D. W.; Sharpless, K. B. Unpublished results.
-
-
-
-
130
-
-
1842317692
-
-
See ref 10b and references cited therein for the latest refinements in this model
-
See ref 10b and references cited therein for the latest refinements in this model.
-
-
-
|