-
3
-
-
77949492747
-
-
note
-
The alkylation of ynones is a less reliable alternative method, because the unstable ynones are prone to decomposition or isomerization.
-
-
-
-
4
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-
0242635970
-
-
Pu L. Tetrahedron 59 (2003) 9873
-
(2003)
Tetrahedron
, vol.59
, pp. 9873
-
-
Pu, L.1
-
9
-
-
77949484587
-
-
Tang L., Chen C.-y., Tillyer R.D., Grabowski E.J.J., and Reider P.J. Angew. Chem., Int. Ed. 5 (1999) 711
-
(1999)
Angew. Chem., Int. Ed.
, vol.5
, pp. 711
-
-
Tang, L.1
Chen, C.-y.2
Tillyer, R.D.3
Grabowski, E.J.J.4
Reider, P.J.5
-
13
-
-
15044361350
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-
Kang Y.-F., Liu L., Wang R., Zhou Y.-F., and Yan W.-J. Adv. Synth. Catal. 347 (2005) 243
-
(2005)
Adv. Synth. Catal.
, vol.347
, pp. 243
-
-
Kang, Y.-F.1
Liu, L.2
Wang, R.3
Zhou, Y.-F.4
Yan, W.-J.5
-
14
-
-
34047203487
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-
Wang Q., Zhang B., Hu G., Chen C., Zhao Q., and Wang R. Org. Biomol. Chem. 5 (2007) 1161
-
(2007)
Org. Biomol. Chem.
, vol.5
, pp. 1161
-
-
Wang, Q.1
Zhang, B.2
Hu, G.3
Chen, C.4
Zhao, Q.5
Wang, R.6
-
15
-
-
0242291909
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-
Cu catalysts:
-
Cu catalysts:. Lu G., Li X., Jia X., Chan W.L., and Chan A.S.C. Angew. Chem., Int. Ed. 42 (2003) 5057
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 5057
-
-
Lu, G.1
Li, X.2
Jia, X.3
Chan, W.L.4
Chan, A.S.C.5
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16
-
-
33744500994
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-
Liu L., Wang R., Kang Y.-F., Cai H.-Q., and Chen C. Synlett (2006) 1245
-
(2006)
Synlett
, pp. 1245
-
-
Liu, L.1
Wang, R.2
Kang, Y.-F.3
Cai, H.-Q.4
Chen, C.5
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17
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33749341847
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Lu G., Li X., Li Y.-M., Kwong F.Y., and Chen A.S.C. Adv. Synth. Catal. 348 (2006) 1926
-
(2006)
Adv. Synth. Catal.
, vol.348
, pp. 1926
-
-
Lu, G.1
Li, X.2
Li, Y.-M.3
Kwong, F.Y.4
Chen, A.S.C.5
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19
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9444224984
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-
Zhou Y., Wang R., Xu Z., Yan W., Liu L., Kang Y., and Han Z. Org. Lett. 6 (2004) 4147
-
(2004)
Org. Lett.
, vol.6
, pp. 4147
-
-
Zhou, Y.1
Wang, R.2
Xu, Z.3
Yan, W.4
Liu, L.5
Kang, Y.6
Han, Z.7
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21
-
-
13244264845
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Al catalyst:
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Al catalyst:. Liu L., Wang R., Kang Y.-F., Chen C., Xu X.-Q., Zhou Y.-C., Ni M., Cai H.-Q., and Gong M.-Z. J. Org. Chem. 70 (2005) 1084
-
(2005)
J. Org. Chem.
, vol.70
, pp. 1084
-
-
Liu, L.1
Wang, R.2
Kang, Y.-F.3
Chen, C.4
Xu, X.-Q.5
Zhou, Y.-C.6
Ni, M.7
Cai, H.-Q.8
Gong, M.-Z.9
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22
-
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17444379383
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-
Other metal catalysts:
-
Other metal catalysts:. Takita R., Fukuta Y., Tsuji R., Ohshima T., and Shibasaki M. Org. Lett. 7 (2005) 1363
-
(2005)
Org. Lett.
, vol.7
, pp. 1363
-
-
Takita, R.1
Fukuta, Y.2
Tsuji, R.3
Ohshima, T.4
Shibasaki, M.5
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29
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37049091610
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-
Trimethoxylsilylalkyne:
-
Trimethoxylsilylalkyne:. Chmielecka J., Chojnowski J., Eaborn C., and Stanczyk W.A. J. Chem. Soc., Perkin Trans. 2 (1985) 1779
-
(1985)
J. Chem. Soc., Perkin Trans. 2
, pp. 1779
-
-
Chmielecka, J.1
Chojnowski, J.2
Eaborn, C.3
Stanczyk, W.A.4
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31
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-
0342302945
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-
Lithium binaphtholate as a catalyst:
-
Lithium binaphtholate as a catalyst:. Schiffers R., and Kagan H.B. Synlett (1997) 1175
-
(1997)
Synlett
, pp. 1175
-
-
Schiffers, R.1
Kagan, H.B.2
-
32
-
-
23744496756
-
-
Hatano M., Ikeno T., Matsumura T., Torii S., and Ishihara K. J. Am. Chem. Soc. 127 (2005) 10776
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 10776
-
-
Hatano, M.1
Ikeno, T.2
Matsumura, T.3
Torii, S.4
Ishihara, K.5
-
34
-
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77949491911
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note
-
3,3′-Dimethyl-, dichloro-, dibromobinaphthol, or mono lithium salt of the binaphthol derivatives gave lower yields and/or enantioselectivities.
-
-
-
-
35
-
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77949487392
-
-
note
-
Representative experimental procedure: n-BuLi (0.16 M in hexane, 0.58 mL, 0.094 mmol) was added to a solution of (R)-3,3′-diphenylbinaphthol (21 mg, 0.047 mmol) in THF (3 mL) at 0 °C under Ar atmosphere. Trimethoxy-(phenylethynyl)silane (156 mg, 0.71 mmol) was added to the mixture in one portion, and then a solution of acetophenone (56 mg, 0.47 mmol) in THF (0.5 mL) was added over 3 h at the same temperature. After stirring for another 1 h, the reaction was quenched with tetrabutylammonium fluoride (1.0 M in THF, 4 mL). The mixture was stirred for 0.5 h and extracted with EtOAc. The organic layer was washed with water and brine successively. Drying over sodium sulfate and concentration followed by silica gel column chromatography afforded the alcohol (67 mg, 64%) as a colorless oil.
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-
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36
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84986992083
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Arnoldi A., Betto E., Farina G., Formigoni A., Galli R., and Griffini A. Pestic. Sci. 13 (1982) 670
-
(1982)
Pestic. Sci.
, vol.13
, pp. 670
-
-
Arnoldi, A.1
Betto, E.2
Farina, G.3
Formigoni, A.4
Galli, R.5
Griffini, A.6
-
38
-
-
77949485391
-
-
note
-
The only reported example for the phenylalkynylation of acetylpyridine shows an unsatisfactory result (28% yield, 28% ee), see Ref. 6c.
-
-
-
-
39
-
-
77949488318
-
-
note
-
3-Phenyl-1-(3-pyridyl)-2-propyn-1-ol has an antifungal activity, see Ref. 17a.
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