-
1
-
-
0342995737
-
-
2-Symmetrical 1,4-diols and their derivatives have been used for the preparation inter alia of 2,5-disubstituted pyrrolidines:
-
2-Symmetrical 1,4-diols and their derivatives have been used for the preparation inter alia of 2,5-disubstituted pyrrolidines:. Pichon M., and Figadère B. Tetrahedron: Asymmetry 7 (1996) 927-964
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Tetrahedron: Asymmetry
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-
Pichon, M.1
Figadère, B.2
-
3
-
-
0043240879
-
-
And phosphine ligands of interest for asymmetric hydrogenation:
-
And phosphine ligands of interest for asymmetric hydrogenation:. Tang W., and Zhang X. Chem. Rev. 103 (2003) 3029-3070
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(2003)
Chem. Rev.
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Tang, W.1
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7
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0346057822
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Ariza X., Fernández N., Garcia J., López M., Montserrat L., and Ortiz J. Synthesis (2004) 128-134
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(2004)
Synthesis
, pp. 128-134
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Ariza, X.1
Fernández, N.2
Garcia, J.3
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Montserrat, L.5
Ortiz, J.6
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9
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33747048685
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Boyer J., Allenbach Y., Ariza X., Garcia J., Georges Y., and Vicente M. Synlett (2006) 1895-1898
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Synlett
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Boyer, J.1
Allenbach, Y.2
Ariza, X.3
Garcia, J.4
Georges, Y.5
Vicente, M.6
-
13
-
-
0031562081
-
-
Enantioenriched diols 1 are readily available by stereoselective reduction of the parent acetylenic diketones:
-
Enantioenriched diols 1 are readily available by stereoselective reduction of the parent acetylenic diketones:. Bach J., Berenguer R., Garcia J., Loscertales T., Manzanal J., and Vilarrasa J. Tetrahedron Lett. 38 (1997) 1091-1094
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(1997)
Tetrahedron Lett.
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Bach, J.1
Berenguer, R.2
Garcia, J.3
Loscertales, T.4
Manzanal, J.5
Vilarrasa, J.6
-
14
-
-
3542997455
-
-
Alternately, diols 1 can be obtained by stereoselective addition of alk-1-yn-3-ols to aldehydes (see Ref. 2b)
-
Ariza X., Bach J., Berenguer R., Farràs J., Fontes M., Garcia J., López M., and Ortiz J. J. Org. Chem. 69 (2004) 5307-5313 Alternately, diols 1 can be obtained by stereoselective addition of alk-1-yn-3-ols to aldehydes (see Ref. 2b)
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(2004)
J. Org. Chem.
, vol.69
, pp. 5307-5313
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Ariza, X.1
Bach, J.2
Berenguer, R.3
Farràs, J.4
Fontes, M.5
Garcia, J.6
López, M.7
Ortiz, J.8
-
15
-
-
0003441482
-
-
For an recent review on Pd catalysts, see:, John Wiley and Sons Ltd, Chichester, England
-
For an recent review on Pd catalysts, see:. Tsuji J. Palladium Reagents and Catalysts (2004), John Wiley and Sons Ltd, Chichester, England
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(2004)
Palladium Reagents and Catalysts
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Tsuji, J.1
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16
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-
0037450175
-
-
Oh C.H., Jung H.H., Kim K.S., and Kim N. Angew. Chem., Int. Ed. 42 (2003) 805-808
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(2003)
Angew. Chem., Int. Ed.
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Oh, C.H.1
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Kim, K.S.3
Kim, N.4
-
17
-
-
2042507954
-
-
For a review on palladium-catalysed cross-coupling reactions of organoboron compounds, see:
-
For a review on palladium-catalysed cross-coupling reactions of organoboron compounds, see:. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457-2483
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(1995)
Chem. Rev.
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-
Miyaura, N.1
Suzuki, A.2
-
18
-
-
73249142810
-
-
note
-
max 3388, 2956, 2931, 2860, 1493, 1459, 1028.
-
-
-
-
19
-
-
73249124098
-
-
note
-
A series of experiments performed with 3a showed even worse regio- and stereoselectivities.
-
-
-
-
20
-
-
1642397473
-
-
For a recent review on molybdenum-catalyzed asymmetric allylic alkylations, see:
-
For a recent review on molybdenum-catalyzed asymmetric allylic alkylations, see:. Belda O., and Moberg C. Acc. Chem. Res. 37 (2004) 159-167
-
(2004)
Acc. Chem. Res.
, vol.37
, pp. 159-167
-
-
Belda, O.1
Moberg, C.2
-
21
-
-
84891314830
-
-
For a very recent review on iridium-catalyzed asymmetric allylic substitutions, see:. Oro L.A., and Claver C. (Eds), Wiley-Interscience, Weinheim
-
For a very recent review on iridium-catalyzed asymmetric allylic substitutions, see:. Helmchen G. In: Oro L.A., and Claver C. (Eds). Iridium Complexes in Organic Synthesis (2009), Wiley-Interscience, Weinheim 211-250
-
(2009)
Iridium Complexes in Organic Synthesis
, pp. 211-250
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-
Helmchen, G.1
-
23
-
-
0035802358
-
-
Takeuchi R., Ue N., Tanabe K., Yamashita K., and Shiga N. J. Am. Chem. Soc. 123 (2001) 9525-9534
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(2001)
J. Am. Chem. Soc.
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-
Takeuchi, R.1
Ue, N.2
Tanabe, K.3
Yamashita, K.4
Shiga, N.5
-
24
-
-
0038575883
-
-
For examples of Ir-catalysed intramolecular N-alkylations, see:
-
For examples of Ir-catalysed intramolecular N-alkylations, see:. Miyabe H., Yoshida K., Kobayashi Y., Matsumura A., and Takemoto Y. Synlett (2003) 1031-1033
-
(2003)
Synlett
, pp. 1031-1033
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-
Miyabe, H.1
Yoshida, K.2
Kobayashi, Y.3
Matsumura, A.4
Takemoto, Y.5
-
25
-
-
17444425377
-
-
Welter C., Dahnz A., Brunner B., Streiff S., Dübon P., and Helmchen G. Org. Lett. 7 (2005) 1239-1242
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(2005)
Org. Lett.
, vol.7
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-
Welter, C.1
Dahnz, A.2
Brunner, B.3
Streiff, S.4
Dübon, P.5
Helmchen, G.6
-
29
-
-
0037474806
-
-
In contrast to the situation with Pd, allylic alkylation takes place mostly at the more substituted carbon atom when unsymmetrical substrates are used. See, for instance:
-
In contrast to the situation with Pd, allylic alkylation takes place mostly at the more substituted carbon atom when unsymmetrical substrates are used. See, for instance:. Co T.T., Paek S.W., Shim S.C., Cho C.S., Kim T.-J., Choi D.W., Kang S.O., and Jeong J.H. Organometallics 22 (2003) 1475-1482
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(2003)
Organometallics
, vol.22
, pp. 1475-1482
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Co, T.T.1
Paek, S.W.2
Shim, S.C.3
Cho, C.S.4
Kim, T.-J.5
Choi, D.W.6
Kang, S.O.7
Jeong, J.H.8
-
30
-
-
0001081845
-
-
For a review on structure-reactivity relationship in allyl complexes of group 10 metals, see:
-
For a review on structure-reactivity relationship in allyl complexes of group 10 metals, see:. Kurosawa H., and Ogoshi S. Bull. Chem. Soc. Jpn. 71 (1988) 973-984
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(1988)
Bull. Chem. Soc. Jpn.
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-
-
Kurosawa, H.1
Ogoshi, S.2
-
32
-
-
73249116325
-
-
In THF no reaction was observed
-
In THF no reaction was observed.
-
-
-
-
38
-
-
73249150244
-
-
note
-
3, BINAP), and temperatures (rt to MW heating to 120 °C) gave poor and/or erratic results.
-
-
-
-
39
-
-
73249139035
-
-
note
-
1H NMR NOE experiments.
-
-
-
-
40
-
-
62649143644
-
-
For very recent reviews on microwave synthesis, see:
-
For very recent reviews on microwave synthesis, see:. Caddick S., and Fitzmaurice R. Tetrahedron 65 (2009) 3325-3355
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(2009)
Tetrahedron
, vol.65
, pp. 3325-3355
-
-
Caddick, S.1
Fitzmaurice, R.2
-
44
-
-
73249115487
-
-
note
-
max 2929-2860, 1781, 1175, 1090.
-
-
-
-
45
-
-
73249149625
-
-
note
-
2 led to the recovery of starting dicarbamate. In THF no reaction was observed.
-
-
-
-
47
-
-
0030572601
-
-
Albert J., Granell J., Luque A., Minguez J., Moragas R., Font-Bardia M., and Solans X. J. Organomet. Chem. 522 (1996) 87-95
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Albert, J.1
Granell, J.2
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Moragas, R.5
Font-Bardia, M.6
Solans, X.7
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48
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11844291343
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Albert J., Granell J., Zafrilla J., Font-Bardia M., and Solans X. J. Organomet. Chem. 690 (2005) 422-429
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J. Organomet. Chem.
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Albert, J.1
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Solans, X.5
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49
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34249286980
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Albert J., D'Andrea L., Granell J., Tavera R., Font-Bardia M., and Solans X. J. Organomet. Chem. 692 (2007) 3070-3080
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J. Organomet. Chem.
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Albert, J.1
D'Andrea, L.2
Granell, J.3
Tavera, R.4
Font-Bardia, M.5
Solans, X.6
-
50
-
-
21944441002
-
-
For a very recent review on palladacycles, see
-
For a very recent review on palladacycles, see. Dupont J., Consorti C.S., and Spencer J. Chem. Rev. 105 (2005) 2527-2572
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(2005)
Chem. Rev.
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Dupont, J.1
Consorti, C.S.2
Spencer, J.3
-
53
-
-
30044437894
-
-
For very recent reviews on stereoselective construction of α,α-disubstituted α-amino acids, see:
-
For very recent reviews on stereoselective construction of α,α-disubstituted α-amino acids, see:. Ohfune Y., and Shinada T. Eur. J. Org. Chem. (2005) 5127-5143
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(2005)
Eur. J. Org. Chem.
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Ohfune, Y.1
Shinada, T.2
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