-
1
-
-
0035830525
-
-
For the synthesis of astrogorgiadiol, see
-
For the synthesis of astrogorgiadiol, see TABER, D. F.; MALCOLM, S.C.J. Org. Chem. 2001, 66, 944.
-
(2001)
J. Org. Chem
, vol.66
, pp. 944
-
-
Taber, D.F.1
Malcolm, S.C.2
-
2
-
-
0024849735
-
-
For the isolation, structure and biological activity of (-)-astrogorgiadiol, see
-
For the isolation, structure and biological activity of (-)-astrogorgiadiol, see FUSETANI, N.; NAGATA, H.; HIROTA, H.; TSUYUKI, T.Tetrahedron Lett. 1989, 30, 7079.
-
(1989)
Tetrahedron Lett
, vol.30
, pp. 7079
-
-
Fusetani, N.1
Nagata, H.2
Hirota, H.3
Tsuyuki, T.4
-
3
-
-
0032566031
-
-
For an alternative synthesis of astrogorgiadiol from vitamin D, see
-
For an alternative synthesis of astrogorgiadiol from vitamin D, see DELIA SALA, G.; IZZO, I.; DE RICCARDIS, F.; SODANO, G.Tetrahedron Lett. 1998, 39, 4741.
-
(1998)
Tetrahedron Lett
, vol.39
, pp. 4741
-
-
Delia Sala, G.1
Izzo, I.2
De Riccardis, F.3
Sodano, G.4
-
6
-
-
0000633297
-
-
For general reviews of rhodium mediated C-H insertions, PATTENDEN G., Ed., PERGAMON PRESS: OXFORD
-
For general reviews of rhodium mediated C-H insertions, see TABER, D.F.Comprehensive Organic Synthesis; PATTENDEN G., Ed., PERGAMON PRESS: OXFORD, 1991; Vol. 3, pp. 1045-1062.
-
(1991)
Comprehensive Organic Synthesis
, vol.3
, pp. 1045-1062
-
-
Taber, D.F.1
-
7
-
-
33748811198
-
-
PADWA, A.; AUSTIN, D.J.Angew. Chem., Int. Ed. Engl. 1994, 33, 1797.
-
(1994)
Angew. Chem., Int. Ed. Engl
, vol.33
, pp. 1797
-
-
Padwa, A.1
Austin, D.J.2
-
10
-
-
33845375462
-
-
TABER, D.F.; RUCKLE, ROBERT E., Jr.; HENNESSY, M.J.J. Org. Chem. 1986, 52, 4077.
-
(1986)
J. Org. Chem
, vol.52
, pp. 4077
-
-
Taber, D.F.1
Ruckle Jr., R.E.2
Hennessy, M.J.3
-
11
-
-
0000768901
-
-
TABER, D.F.; HENNESSY, M.J.; LOUEY, J.P.J. Org. Chem. 1992, 57, 436.
-
(1992)
J. Org. Chem
, vol.57
, pp. 436
-
-
Taber, D.F.1
Hennessy, M.J.2
Louey, J.P.3
-
12
-
-
0000177311
-
-
TABER, D. F.; YOU, K.; SONG, Y.J. Org. Chem. 1995, 60, 1093.
-
(1995)
J. Org. Chem
, vol.60
, pp. 1093
-
-
Taber, D.F.1
You, K.2
Song, Y.3
-
14
-
-
0000234509
-
-
For related analyses of transition states for rhodium carbene insertions
-
For related analyses of transition states for rhodium carbene insertions, see DOYLE, M.P.; WESTRUM, L.J.; WOLTHIUS, W.N.E.; See, M.M.; BOONE, W. P.; BAGHERI, V.; PEARSON, M.M.J. Am. Chem. Soc.1993, 225, 958.
-
(1993)
J. Am. Chem. Soc
, vol.225
, pp. 958
-
-
Doyle, M.P.1
Westrum, L.J.2
Wolthius, W.N.E.3
See, M.M.4
Boone, W.P.5
Bagheri, V.6
Pearson, M.M.7
-
17
-
-
0000692798
-
-
DAVIES, H.M.L.; HUBY, N.J.S.; CANTRELL, W. R., Jr.; OLIVE, J. L.J. Am. Chem. Soc. 1993, 2 25, 9468.
-
(1993)
J. Am. Chem. Soc
, pp. 9468
-
-
Davies, H.M.L.1
Huby, N.J.S.2
Cantrell Jr., W.R.3
Olive, J.L.4
-
18
-
-
84961985018
-
-
Alternatively, the initial complex of the electron-deficient carbon with the electron density in the target C-H could be depicted as a three-center, two-electron bond (ref. 9). We initially took this approach computationally, but found that the results did not correlate with the diastereoselectivity observed for the reaction. More recent computational work by Nakamura has confirmed the four-center nature of the transition state for Rh-mediated C-H insertion
-
Alternatively, the initial complex of the electron-deficient carbon with the electron density in the target C-H could be depicted as a three-center, two-electron bond (ref. 9). We initially took this approach computationally, but found that the results did not correlate with the diastereoselectivity observed for the reaction. More recent computational work by Nakamura has confirmed the four-center nature of the transition state for Rh-mediated C-H insertion: NAKAMURA, E.; YOSHIKAI, N.; YAMANAKA, M.J. Am. Chem. Soc. 2002, 224, 7181.
-
(2002)
J. Am. Chem. Soc
, vol.224
, pp. 7181
-
-
Nakamura, E.1
Yoshikai, N.2
Yamanaka, M.3
-
19
-
-
0000932229
-
-
TABER, D. F.; PETTY, E. H.; RAMAN, K.J. Am. Chem. Soc. 1985, 207, 196.
-
(1985)
J. Am. Chem. Soc
, vol.207
, pp. 196
-
-
Taber, D.F.1
Petty, E.H.2
Raman, K.3
-
20
-
-
0000570246
-
-
For reversible Rh-complexation with a C-H bond
-
For reversible Rh-complexation with a C-H bond, see WEILLER, B.H.; WASSERMAN, E.P.; BERGMAN R.G.; MOORE, C.B.; PIMENTEL, G.C.J. Am. Chem. Soc. 1989, 22 2, 8288.
-
(1989)
J. Am. Chem. Soc
, pp. 8288
-
-
Weiller, B.H.1
Wasserman, E.P.2
Bergman, R.G.3
Moore, C.B.4
Pimentel, G.C.5
-
22
-
-
84890650056
-
-
Mechanics and ZINDO were used as implemented on the Tektronix CAChe workstation. Although our initial work (ref. 6) included minimizing the Rh-Rh core with ZINDO, we have subsequently found that this approach works just as well with Mechanics alone. The CAChe workstation is particularly well suited to the sort of analysis outlined here, as its superb three-dimensional visualization facilitates understanding of the competing transition states.
-
-
-
-
26
-
-
0000234509
-
-
DOYLE, M.P.; WESTRUM, L.J.; WOLTHUIS, W.N.E.; SEE, M.M.; BOONE, W.P.; BAGHERI, V.; PEARSON, M.M.J. Am. Chem. Soc. 1993, 225, 958.
-
(1993)
J. Am. Chem. Soc
, vol.225
, pp. 958
-
-
Doyle, M.P.1
Westrum, L.J.2
Wolthuis, W.N.E.3
See, M.M.4
Boone, W.P.5
Bagheri, V.6
Pearson, M.M.7
-
28
-
-
0000692798
-
-
DAVIES, H.M.L.; HUBY, N.J.S.; CANTRELL, W. R., Jr.; OLIVE, J.L.J. Am. Chem. Soc. 1993, 225, 9468.
-
(1993)
J. Am. Chem. Soc
, vol.225
, pp. 9468
-
-
Davies, H.M.L.1
Huby, N.J.S.2
Cantrell Jr., W.R.3
Olive, J.L.4
-
29
-
-
0001995283
-
-
TABER, D. F.; RAMAN, K.; GAUL, M.D.J. Org. Chem. 1987, 52, 28.
-
(1987)
J. Org. Chem
, vol.52
, pp. 28
-
-
Taber, D.F.1
Raman, K.2
Gaul, M.D.3
-
30
-
-
0002974330
-
-
Rhodium pivalate {dirhodium tetrakisf(2, 2-dimethylpropanato-O: O')]} was synthesized by heating commercially available rhodium trifluoroacetate in 8 equiv pivalic acid for 24 h followed by removal of excess acid by heating under vacuum. The crude catalyst was purified by flash chromatogra phy using an MTBE/petroleum ether gradient. TLC Rf (10 MTBE/petroleum ether) = 0.52. For leading references to the preparation of other rhodium carboxylates, see
-
f (10 MTBE/petroleum ether) = 0.52. For leading references to the preparation of other rhodium carboxylates, see FELTHOUSE, T. R.Prog. Inorg. Chem. 1982, 29, 73.
-
(1982)
Prog. Inorg. Chem
, vol.29
, pp. 73
-
-
Felthouse, T.R.1
-
31
-
-
0001031980
-
-
TABER, D.F.; HERR, R.J.; PACK, S.K.; GEREMIA, J.M.J. Org. Chem. 1996, 62, 2908.
-
(1996)
J. Org. Chem
, vol.62
, pp. 2908
-
-
Taber, D.F.1
Herr, R.J.2
Pack, S.K.3
Geremia, J.M.4
-
33
-
-
0037065710
-
-
PIRRUNG, M.C.; LIU, H.; MOREHEAD, A.T.J. Am. Chem. Soc. 2002, 224, 1014.
-
(2002)
J. Am. Chem. Soc
, vol.224
, pp. 1014
-
-
Pirrung, M.C.1
Liu, H.2
Morehead, A.T.3
-
34
-
-
0033518590
-
-
TABER, D.F.; MALCOLM, S.C.; BIEGER, K.; LAHUERTA, P.; SANAU, M.; STIRIBA, S.-E.; PEREZ-PRIETO, J.; ANGELES-MONGE, M.J. Am. Chem. Soc. 1999, 222, 860.
-
(1999)
J. Am. Chem. Soc
, vol.222
, pp. 860
-
-
Taber, D.F.1
Malcolm, S.C.2
Bieger, K.3
Lahuerta, P.4
Sanau, M.5
Stiriba, S.-E.6
Perez-prieto, J.7
Angeles-monge, M.8
-
35
-
-
0032878218
-
-
For the development of DOSP by Davies, see
-
For the development of DOSP by Davies, see DAVIES, H.M.L.Eur.J. Org. Chem. 1999, 2459.
-
(1999)
Eur.J. Org. Chem
, pp. 2459
-
-
Davies, H.M.L.1
-
36
-
-
0033575464
-
-
For the development of BiTISP by Davies, see
-
For the development of BiTISP by Davies, see DAVIES, H.AM.L.; PANARO, S.A.Tetrahedron Lett. 1999, 64, 5287. The development of enantiomerically pure bridging biscarboxylates by Davies was independent of our efforts.
-
(1999)
Tetrahedron Lett
, vol.64
-
-
Davies, H.A.M.L.1
Panaro, S.A.2
-
37
-
-
0025118806
-
-
HASHIMOTO, S.-I.; WATANABE, N.; IKEGAMI, S.Tetrahedron Lett. 1990, 32, 5173.
-
(1990)
Tetrahedron Lett
, vol.32
, pp. 5173
-
-
Hashimoto, S.-I.1
Watanabe, N.2
Ikegami, S.3
-
38
-
-
0027209354
-
-
HASHIMOTO, S.-I.; WATANABE, N.; SATO, T.; SHIRO, M.; IKEGAMI, S.Tetrahedron Lett. 1993, 34, 5109. Much higher en- antioselectivities were observed using other esters, especially with insertion into allyic and benzylic C-H groups.
-
(1993)
Tetrahedron Lett
, vol.34
-
-
Hashimoto, S.-I.1
Watanabe, N.2
Sato, T.3
Shiro, M.4
Ikegami, S.5
-
39
-
-
0003989668
-
-
Tetrakis(carboxylato)dimetal complexes have been prepared from Cr, Cu, Mo, Re, Rh, Ru, Tc, and W. For leading references, see, John Wiley and Sons: New York
-
Tetrakis(carboxylato)dimetal complexes have been prepared from Cr, Cu, Mo, Re, Rh, Ru, Tc, and W. For leading references, see COTTON, F.A.; WALTON, R.A.Multiple Bonds Between Metal Atoms; John Wiley and Sons: New York, 1982.
-
(1982)
Multiple Bonds Between Metal Atoms
-
-
Cotton, F.A.1
Walton, R.A.2
-
40
-
-
0001441058
-
-
Chisholm has reported diacids that can connect two tungsten (or molybdenum) dimers, to make tetramers
-
Chisholm has reported diacids that can connect two tungsten (or molybdenum) dimers, to make tetramers: CAYTON, R. H.; CHISHOLM, M.H.; HUFFMAN, J.C.; LOBKOVSKY, E. B.J. Am. Chem. Soc.1991, 223, 8709.
-
(1991)
J. Am. Chem. Soc
, vol.223
, pp. 8709
-
-
Cayton, R.H.1
Chisholm, M.H.2
Huffman, J.C.3
Lobkovsky, E.B.4
-
41
-
-
33646567324
-
-
Diacid was prepared by coupling a-a'-di-bromo-m-xylene with allylmagnesium chloride, followed by RuO4-mediated cleavage of the resultant diene [29]. Diacid , prepared by an alternative route, was already a known compound:
-
Diacid was prepared by coupling a-a'-di-bromo-m-xylene with allylmagnesium chloride, followed by RuO4-mediated cleavage of the resultant diene [29]. Diacid , prepared by an alternative route, was already a known compound: RUGGLI, P.; BUCHELER, P. Helv. Chim. Acta 1947, 30, 2048.
-
(1947)
Helv. Chim. Acta
, vol.30
, pp. 2048
-
-
Ruggli, P.1
Bucheler, P.2
-
42
-
-
2542433188
-
-
CARLSEN, P.H.J.; KATSUKI, T.; MARTIN, V. S.; SHARPLESS, K.B.J. Org. Chem. 1981, 46, 3936.
-
(1981)
J. Org. Chem
, vol.46
, pp. 3936
-
-
Carlsen, P.H.J.1
Katsuki, T.2
Martin, V.S.3
Sharpless, K.B.4
-
43
-
-
33845279318
-
-
CARON, M.; CARLIER, P. B.; SHARPLESS, K. B.J. Org. Chem. 1983, 53, 5185.
-
(1983)
J. Org. Chem
, vol.53
, pp. 5185
-
-
Caron, M.1
Carlier, P.B.2
Sharpless, K.B.3
-
45
-
-
0342702119
-
-
TABER, D.F.; MEAGLEY, R. P.; LOUEY, J.P.; RHEINGOLD, A. L.Inorg. Chim. Acta.1995, 239, 25.
-
(1995)
Inorg. Chim. Acta
, vol.239
, pp. 25
-
-
Taber, D.F.1
Meagley, R.P.2
Louey, J.P.3
Rheingold, A.L.4
-
46
-
-
0035809956
-
-
ESTEVAN, F.; HERBST, K.; LAHUERTA, P.; BARBERIS, M.; PEREZ-PRIETO, J.Organome- tallics 2001, 20, 950.
-
(2001)
Organome- tallics
, vol.20
, pp. 950
-
-
Estevan, F.1
Herbst, K.2
Lahuerta, P.3
Barberis, M.4
Perez-prieto, J.5
-
47
-
-
0030796786
-
-
For the application of this push-pull stabilization principle to intermolecular C-H insertion, see
-
For the application of this push-pull stabilization principle to intermolecular C-H insertion, see DAVIES. H.M.L.; HANSEN, T.J. Am. Chem. Soc. 1997, 229, 9075.
-
(1997)
J. Am. Chem. Soc
, vol.229
, pp. 9075
-
-
Davies, H.M.L.1
Hansen, T.2
-
48
-
-
0034714461
-
-
For a recent example, see
-
For a recent example, see TABER, D.F.; GREEN, J. H.; ZHANG, W.; SONG, R.J. Org. Chem. 2000, 65, 5436.
-
(2000)
J. Org. Chem
, vol.65
, pp. 5436
-
-
Taber, D.F.1
Green, J.H.2
Zhang, W.3
Song, R.4
|